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                  Page - 1 of 1                  Record - 1 of 14   [TOP]
Compound ID2381
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFruit
Extract
Target BacteriaMycobacterium tuberculosis
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.050 µg/ml), Kanamycin sulfate (2.5 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedBrachyamide B
PubChem IDNR
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]15234750
Extract PreparationN/A
Chemical Classification [Active Compound]Aromatic, Alkyl, Alkene, Alkaloid, Pyrrolidine, Amide
Media / Broth Used [Antimicrobial Assay/Test]N/A
Cytotoxicity Assay [AID]N/A
Molecular Weight327.183
Molecular FormulaC20H25NO3
SMILESC1N(CCC1)C(=O)/C=C/CCCC/C=C/c1cc2c(cc1)OCO2
XLogP5.013
PSA38.770
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count8
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) Rukachaisirikul T, Siriwattanakit P, Sukcharoenphol K, Wongvein C, Ruttanaweang P, Wongwattanavuch P, Suksamrarn A.Chemical constituents and bioactivity of Piper sarmentosum.J Ethnopharmacol. 2004 Aug;93(2-3):173-6

Curator

                  Record - 2 of 14   [TOP]
Compound ID2382
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFruit
Extract
Target BacteriaMycobacterium tuberculosis
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.050 µg/ml), Kanamycin sulfate (2.5 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml200 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedSarmentosine
PubChem IDNR
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]15234750
Extract PreparationThe pulverized, dried fruits of Piper sarmentosum (2.39 kg) were extracted successively with hexane and MeOH in a Soxhlet apparatus. After removal of solvent in vacuo, the hexane extract (70.7 g) was subjected to quick CC (silica gel) eluting with hexane, hexane–CHCl3, CHCl3, CHCl3–MeOH and MeOH to give 6 main fractions
Chemical Classification [Active Compound]Aromatic, Alkyl, Alkene, Alkaloid, Pyrrolidine, Amide, Acid
Media / Broth Used [Antimicrobial Assay/Test]N/A
Cytotoxicity Assay [AID]N/A
Molecular Weight299.152
Molecular FormulaC18H21NO3
SMILESC1c2c(ccc1/C=C/CC/C=C/C(=O)N1CCCC1)OCO2
XLogP3.875
PSA38.770
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count6
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) Rukachaisirikul T, Siriwattanakit P, Sukcharoenphol K, Wongvein C, Ruttanaweang P, Wongwattanavuch P, Suksamrarn A.Chemical constituents and bioactivity of Piper sarmentosum.J Ethnopharmacol. 2004 Aug;93(2-3):173-6

Curator

                  Record - 3 of 14   [TOP]
Compound ID2386
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFresh root
ExtractEthanol
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml25 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedN - [9 - (3, 4 - Methylenedioxyphenyl) - 2E, 4E, 8E - Nonatrienoyl] Pyrrolidine
PubChem IDNR
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Alkene, Phenylpropanoid, Pyrrolidine, Amide, Ether
Media / Broth Used [Antimicrobial Assay/Test]N/A
Cytotoxicity Assay [AID]N/A
Molecular Weight325.168
Molecular FormulaC20H23NO3
SMILESC1c2c(ccc1/C=C/CC/C=C/C=C/C(=O)N1CCCC1)OCO2
XLogP4.569
PSA38.770
H-bond Donor0
H-bond Acceptor2
No. of Rotatable Bond Count7
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

Curator

                  Record - 4 of 14   [TOP]
Compound ID2387
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFresh root, fruit
ExtractEthanol
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedSarmentine
PubChem ID   6440616
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]16462055
Extract PreparationN/A
Chemical Classification [Active Compound]Alicyclic, Alkene, Pyrrolidine, Amide, Alkaloid
Media / Broth Used [Antimicrobial Assay/Test]N/A
Cytotoxicity Assay [AID]N/A
Molecular Weight221.178
Molecular FormulaC14H23NO
SMILESO=C(N1CCCC1)/C=C/C=C/CCCCC
XLogP4.039
PSA20.310
H-bond Donor0
H-bond Acceptor2
No. of Rotatable Bond Count7
No. of Rings1
No. of N1
No. of O1
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

Curator

                  Record - 5 of 14   [TOP]
Compound ID2388
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFresh Root
ExtractEthanol
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedBrachyamide B
PubChem IDNR
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Alkyl, Alkene, Alkaloid, Pyrrolidine, Amide
Media / Broth Used [Antimicrobial Assay/Test]N/A
Cytotoxicity Assay [AID]N/A
Molecular Weight327.183
Molecular FormulaC20H25NO3
SMILESC1N(CCC1)C(=O)/C=C/CCCC/C=C/c1cc2c(cc1)OCO2
XLogP5.013
PSA38.770
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count8
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

Curator

                  Record - 6 of 14   [TOP]
Compound ID2389
Compound Structure
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Plant SourcePiper sarmentosum Roxb.     Common Name:Cha Plu
Source FamilyPiperaceae
OriginProbably Southeast Asia, Malaysia
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedSarmentosine
PubChem IDNR
Ethnomedicinal InformationCough, anti - tuberculosis and anti - plasmodial activities
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Alkyl, Alkene, Alkaloid, Pyrrolidine, Amide, Acid
Media / Broth Used [Antimicrobial Assay/Test]
Cytotoxicity Assay [AID]N/A
Molecular Weight299.152
Molecular FormulaC18H21NO3
SMILESC1c2c(ccc1/C=C/CC/C=C/C(=O)N1CCCC1)OCO2
XLogP3.875
PSA38.770
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count6
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

Curator

                  Record - 7 of 14   [TOP]
Compound ID2963
Compound Structure
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Plant SourceHaloxylon salicornicum Bunge ex Boiss     Common Name:NR
Source FamilyChenopodiaceae
OriginPakistan, Egypt, Jordan, Palestine, Iran, Iraq and Kuwait (in unfertile areas)
Plant Part UsedWhole plant
ExtractNR
Target BacteriaMycobacterium tuberculosis H37Rv
Assay / Test DoneMicro Broth Dilution Method
Positive Control Used (conc.)Isoniazid (0.02 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedHaloxyline B
PubChem ID   11453345
Ethnomedicinal InformationNR
PubMed ID [Source Literature]20542692
Extract PreparationMethanol extract further partitioned with water and hexane. The water layer was further extracted with chloroform and subjected to silica gel column chromatography
Chemical Classification [Active Compound]Alicyclic, Alkene, Pyrrolidine, Amide, Alcohol, Alkaloid
Media / Broth Used [Antimicrobial Assay/Test]Middlebrook 7H9 broth
Cytotoxicity Assay [AID]NR
Molecular Weight435.371
Molecular FormulaC27H49NO3
SMILESO[C@@H]1CCCN(C1)C(=O)/C=CC=C/CCCCCCCCCCCCCCCCCO
XLogP8.430
PSA60.770
H-bond Donor2
H-bond Acceptor4
No. of Rotatable Bond Count20
No. of Rings1
No. of N1
No. of O3
No. of S0
Reference(s)1) Bibi N, Tanoli SA, Farheen S, Afza N, Siddiqi S, Zhang Y, Kazmi SU, Malik A.In vitro antituberculosis activities of the constituents isolated from Haloxylon salicornicum.Bioorg Med Chem Lett. 2010 Jul 15;20(14):4173-6

CuratorKeyaMukherjee, vsheeba

                  Record - 8 of 14   [TOP]
Compound ID3415
Compound Structure
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Plant SourcePiper chaba Hunter     Common Name:
Source FamilyPiperaceae
Origin
Plant Part UsedStem
ExtractHexane
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)
Inhibition [%]
Activity [MIC] µg/ml12.5 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedChabamide
PubChem ID   11319094
Ethnomedicinal InformationChabamide showed antimalarial activity with an IC50 value of 2.7 µg/ml
PubMed ID [Source Literature]12357406
Extract Preparation
Chemical Classification [Active Compound]Aromatic, Alkene, Alkaloid, Pyrrolidine
Media / Broth Used [Antimicrobial Assay/Test]
Cytotoxicity Assay [AID]
Molecular Weight570.273
Molecular FormulaC34H38N2O6
SMILESO=C(N1CCCCC1)[C@H]1[C@@H]([C@@H](C=CC1C(=O)N1CCCCC1)c1cc2OCOc2cc1)/C=C/c1cc2OCOc2cc1
XLogP5.216
PSA77.540
H-bond Donor0
H-bond Acceptor8
No. of Rotatable Bond Count7
No. of Rings7
No. of N2
No. of O6
No. of S0
Reference(s)1) Rukachaisirikul T, Prabpai S, Champung P, Suksamrarn A.Chabamide, a novel piperine dimer from stems of Piper chaba.Planta Med. 2002 Sep;68(9):853-5

CuratorRachana, vikramjitmandal

                  Record - 9 of 14   [TOP]
Compound ID3728
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:Cha Plu
Source FamilyPiperaceae
OriginThailand
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml50 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedSarmentine
PubChem ID   6440616
Ethnomedicinal InformationAntimycobacterial and antiplasmodial activity, antifungal
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Alicyclic, Alkene, Pyrrolidine, Amide, Alkaloid
Media / Broth Used [Antimicrobial Assay/Test]NR
Cytotoxicity Assay [AID]NR
Molecular Weight221.178
Molecular FormulaC14H23NO
SMILESO=C(N1CCCC1)/C=C/C=C/CCCCC
XLogP4.039
PSA20.310
H-bond Donor0
H-bond Acceptor2
No. of Rotatable Bond Count7
No. of Rings1
No. of N1
No. of O1
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

CuratorKeyaMukherjee, rachanake

                  Record - 10 of 14   [TOP]
Compound ID3729
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:Cha Plu
Source FamilyPiperaceae
OriginThailand
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml> 200 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedN - (3 - Phenylpropanoyl) Pyrrole
PubChem ID   11074385
Ethnomedicinal InformationNR
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Phenylpropanoid, Pyrrol, Amide
Media / Broth Used [Antimicrobial Assay/Test]NR
Cytotoxicity Assay [AID]NR
Molecular Weight199.100
Molecular FormulaC13H13NO
SMILESO=C(n1cccc1)CCc1ccccc1
XLogP4.579
PSA22.000
H-bond Donor0
H-bond Acceptor2
No. of Rotatable Bond Count4
No. of Rings2
No. of N1
No. of O1
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

CuratorKeyaMukherjee, gppreetha

                  Record - 11 of 14   [TOP]
Compound ID3738
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:Cha Plu
Source FamilyPiperaceae
OriginThailand
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml> 200 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedSarmentamide A
PubChem ID   11528614
Ethnomedicinal InformationNR
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Phenylpropanoid, Pyrrolidone, Amide
Media / Broth Used [Antimicrobial Assay/Test]NR
Cytotoxicity Assay [AID]NR
Molecular Weight215.095
Molecular FormulaC13H13NO2
SMILESO=C(N1CC=CC1=O)CCc1ccccc1
XLogP3.518
PSA37.380
H-bond Donor0
H-bond Acceptor3
No. of Rotatable Bond Count4
No. of Rings2
No. of N1
No. of O2
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

CuratorGppreetha

                  Record - 12 of 14   [TOP]
Compound ID3739
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:Cha Plu
Source FamilyPiperaceae
OriginThailand
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml> 200 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedSarmentamide B
PubChem IDNR
Ethnomedicinal InformationAntimycobacterial and antiplasmodial activity, antifungal
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Phenylpropanoid, Pyrrolidine, Amide, O-Acetyl
Media / Broth Used [Antimicrobial Assay/Test]NR
Cytotoxicity Assay [AID]NR
Molecular Weight285.136
Molecular FormulaC17H19NO3
SMILESO=C(/C=C/c1ccccc1)N1C[C@@H]([C@H](C1)C(=O)C)C(=O)C
XLogP2.976
PSA54.450
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count5
No. of Rings2
No. of N1
No. of O3
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

CuratorKeyaMukherjee, rachanake

                  Record - 13 of 14   [TOP]
Compound ID3740
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:Cha Plu
Source FamilyPiperaceae
OriginThailand
Plant Part UsedFresh root
ExtractEthanol (95 %)
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test DoneMicroplate Alamar Blue Assay (MABA)
Positive Control Used (conc.)Isoniazid (0.04 - 0.09 µg/ml) and Kanamycin sulphate (2.0 - 5.0 µg/ml)
Inhibition [%]NR
Activity [MIC] µg/ml> 200 µg/ml
Activity (In terms of dilution)NR
Activity (Zone of inhibition in mm)NR
Active Compound IdentifiedSarmentamide C
PubChem ID   11514809
Ethnomedicinal InformationAntimycobacterial and antiplasmodial activity, antifungal
PubMed ID [Source Literature]16462055
Extract PreparationThe fresh roots of Piper sarmentosum (481 g) were ground and extracted with 95 % EtOH at room temperature. After filtration and evaporation, the ethanolic extract was obtained as a brown viscous oil (19.4 g). The oil was partitioned between water (200 ml) and EtOAc (3 x 200 ml) and the water layer was further partitioned with n - BuOH (3 x 200 ml). Evaporation of the EtOAc-, n-BuOH- and water - soluble fractions gave a dark brown oil (6.3 g), a brown oil (1.8 g) and a light brown oil (10.5 g), respectively. The EtOAc - soluble fraction (6.3 g) was separated by flash column chromatography using silica gel
Chemical Classification [Active Compound]Aromatic, Alkene, Phenylpropanoid, Pyrrolidine, Amide, Ether
Media / Broth Used [Antimicrobial Assay/Test]NR
Cytotoxicity Assay [AID]NR
Molecular Weight291.147
Molecular FormulaC16H21NO4
SMILESO=C(N1CCCC1)/C=C/c1c(OC)cc(OC)c(OC)c1
XLogP1.744
PSA48.000
H-bond Donor0
H-bond Acceptor5
No. of Rotatable Bond Count6
No. of Rings2
No. of N1
No. of O4
No. of S0
Reference(s)1) Tuntiwachwuttikul P, Phansa P, Pootaeng-On Y, Taylor WC.Chemical constituents of the roots of Piper sarmentosum.Chem Pharm Bull (Tokyo). 2006 Feb;54(2):149-51

CuratorKeyaMukherjee, rachanake

                  Record - 14 of 14   [TOP]
Compound ID4046
Compound Structure
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Plant SourcePiper sarmentosum     Common Name:
Source FamilyPiperaceae
Origin
Plant Part Used
Extract
Target BacteriaMycobacterium tuberculosis H37Ra
Assay / Test Done
Positive Control Used (conc.)
Inhibition [%]
Activity [MIC] µg/ml25 µg/ml
Activity (In terms of dilution)
Activity (Zone of inhibition in mm)
Active Compound IdentifiedEJMC133
PubChem IDNR
Ethnomedicinal Information
PubMed ID [Source Literature]
Extract Preparation
Chemical Classification [Active Compound]Aromatic, Alkyl, Alkene, Alkaloid, Pyrrolidine, Ether
Media / Broth Used [Antimicrobial Assay/Test]
Cytotoxicity Assay [AID]
Molecular Weight325.168
Molecular FormulaC20H23NO3
SMILESO=C(N1CCCC1)/C=C/C=C/CC/C=C/c1cc2OCOc2cc1
XLogP4.569
PSA38.770
H-bond Donor0
H-bond Acceptor4
No. of Rotatable Bond Count7
No. of Rings3
No. of N1
No. of O3
No. of S0
Reference(s)1) In silico Comparison of Antimycobacterial Natural Products with Known Antituberculosis Drugs. Marlene Espinoza-Moraga, Nicholas M. Njuguna, Grace Mugumbate, Julio Caballero, and Kelly Chibale. Journal of Chemical Information and Modeling 2013 53 (3), 649-660

2) García, A., Bocanegra-García, V., Palma-Nicolás, J. P., Rivera, G. Vennerstrom, J. L. Recent Advances in Antitubercular Natural Products. Eur. J. Med. Chem. 2012, 49, 1-23

Curator


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