A new sesquiterpene lactone from the roots of Saussurea lappa: structure-anticancer activity study.
The dried roots of Saussurea lappa, called costus roots, are used in the traditional system of medicine for the treatment of cancer. In our investigation for the anticancer constituents from the hexane extract of this plant, a new sesquiterpene (1) was isolated along with the known compounds costunolide (2), beta-cyclocostunolide (3), dihydro costunolide (4) and dehydro costuslactone (5). Their structures were established by the extensive spectroscopic analyses. In addition, costunolide and beta-cyclocostunolide derivatives were synthesized using Michael-type addition reaction of NaOMe to the alpha-methylene-gamma-lactone moiety. All the compounds were tested for their in vitro cytotoxic activity. Compound 1 exhibited potent cytotoxic activity and other compounds displayed moderate activity.
Robinson
A
A
Natural Products Laboratory, Division of Organic Chemistry-1, Indian Institute of Chemical Technology, Hyderabad 500 607, India.
Kumar
T Vijay
TV
Sreedhar
E
E
Naidu
V G M
VG
Krishna
Sistla Rama
SR
Babu
K Suresh
KS
Srinivas
P V
PV
Rao
J Madhusudana
JM
D000970:Antineoplastic Agents / Q000494:pharmacology*; D045744:Cell Line, Tumor; D002626:Chemistry, Pharmaceutical / Q000379:methods; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010936:Plant Extracts / Q000494:pharmacology*; D018517:Plant Roots / Q000378:metabolism*; D030441:Saussurea / Q000378:metabolism*; D012717:Sesquiterpenes / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D007783:Lactones; D010936:Plant Extracts; D012717:Sesquiterpenes