New pyranocoumarins isolated from Calophyllum lanigerum and Calophyllum teysmannii.
During a chemotaxonomic survey of Calophyllum extracts present in the National Cancer Institute's natural product repository, four new pyranocoumarins were isolated from extracts of C. lanigerum var. austrocoriaceum and C. teysmannii var. inophylloide (King.) P. F. Stevens (Clusiaceae). The structure elucidation and anti-HIV activity of calanolide E2 (4), cordatolide E (5), pseudocordatolide C (6), and calanolide F (9), along with a simple prenylated coumarin precursor (11), are described here.
McKee
T C
TC
Division of Cancer Treatment, Diagnosis and Centers, National Cancer Institute, NCI-FCRDC, Frederick, Maryland 21702-1201, USA.
Fuller
R W
RW
Covington
C D
CD
Cardellina
J H
JH
Gulakowski
R J
RJ
Krepps
B L
BL
McMahon
J B
JB
Boyd
M R
MR
D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D003374:Coumarins / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006678:HIV / Q000187:drug effects*; D007840:Latex / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D039681:Pyranocoumarins; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013329:Structure-Activity Relationship
D000998:Antiviral Agents; D003374:Coumarins; D007840:Latex; D010936:Plant Extracts; D039681:Pyranocoumarins; C102971:calanolide E2; C102972:cordatolide E; C102973:pseudocordatolide C; C075959:calanolide A