Guaianolide sesquiterpenes from Pulicaria crispa (Forssk.) Oliv.
A phytochemical study of the asteraceous herb Pulicaria crispa (Forssk.) Oliv. resulted in the characterisation of three guaianolide sesquiterpenes, 2alpha,4alpha-dihydroxy-7alphaH,8alphaH,10alphaH-guaia-1(5),11(13)-dien-8beta,12-olide (1), 1alpha,2alpha-epoxy-4beta-hydroxy-5alphaH,7alphaH,8alphaH,10alphaH-guaia-11(13)-en-8beta,12-olide (2) and 5,10-epi-2,3-dihydroaromatin (3). The structures were assigned on the basis of extensive 1 and 2D NMR experiments. Compound 3 exhibited weak antimycobacterial activity against Mycobacterium phlei with a minimum inhibitory concentration of 0.52 mM and cytotoxicity (IC50 of 5.8+/-0.2 microM) in a human bladder carcinoma cell line, EJ-138.
Stavri
Michael
M
Centre for Pharmacognosy and Phytotherapy, The School of Pharmacy, University of London, 29-39 Brunswick Square, London WC1N 1AX, UK.
Mathew
K T
KT
Gordon
Andrew
A
Shnyder
Steven D
SD
Falconer
Robert A
RA
Gibbons
Simon
S
D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D052587:Pulicaria / Q000737:chemistry*; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry*
D045789:Sesquiterpenes, Guaiane