Three new phenylpropanoids from the roots of Piper taiwanense and their inhibitory activities on platelet aggregation and Mycobacterium tuberculosis.
Bioassay-guided fractionation of the active AcOEt-soluble fraction from the roots of Piper taiwanense has led to the isolation of two new phenylpropanoids, taiwanensols A and B (1 and 2, resp.), a new natural product, taiwanensol C (3), and 3-acetoxy-4-hydroxy-1-allylbenzene (4). The compounds were obtained as two isomer mixtures (1/2 and 3/4, resp.). Their structures were elucidated by spectroscopic analyses, including 1D- and 2D-NMR spectroscopy and mass spectrometry, and by the comparison of their NMR data with those of related compounds. Compounds 1-4 were evaluated for their antiplatelet and antitubercular activities. The mixtures 1/2 and 3/4 showed potent inhibitory activities against platelet aggregation induced by collagen, with IC50 values of 35.2 and 8.8 μM, respectively. In addition, 1/2 and 3/4 showed antitubercular activities against Mycobacterium tuberculosis H37Rv, with MIC values of 30.0 and 48.0 μg/ml, respectively.
Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University (KMU), Kaohsiung 807, Taiwan (phone: +886-7-312-1101 (ext 2191)).
Si
S
Chen
Ming-Jen
MJ
Cheng
Chin-Chung
CC
Wu
Chien-Fang
CF
Peng
Hung-Yi
HY
Huang
Hsun-Shuo
HS
Chang
Chyi-Jia
CJ
Wang
Ih-Sheng
IS
Chen
D000498:Allyl Compounds / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D000995:Antitubercular Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D001555:Benzene Derivatives / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D008826:Microbial Sensitivity Tests; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010649:Phenylalanine / Q000031:analogs & derivatives* / Q000302:isolation & purification / Q000494:pharmacology; D031701:Piper / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry; D010974:Platelet Aggregation / Q000187:drug effects; D010975:Platelet Aggregation Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D014376:Tuberculosis / Q000188:drug therapy; D000081248:Allylbenzene Derivatives
D000498:Allyl Compounds; D000995:Antitubercular Agents; D001555:Benzene Derivatives; D010649:Phenylalanine; D010975:Platelet Aggregation Inhibitors; C102347:allylbenzene; D000081248:Allylbenzene Derivatives
Antiplatelet activity; Antitubercular activity; Phenylpropanoids; Piper taiwanense; Taiwanensols A - C