Dolabellane-type diterpenoids with antiprotozoan activity from a southwestern Caribbean gorgonian octocoral of the genus Eunicea.
Ten new diterpenes, 1-10, having a dolabellane skeleton were isolated from a Colombian gorgonian coral of the genus Eunicea. Their structures, as well as those of known compounds 11-18, were determined on the basis of spectroscopic analysis and, in some instances, by chemical conversion and X-ray crystallographic analysis. The absolute structure of 7 was established by chemical conversion from 11, a co-occurring dolabellane congener of known absolute structure. Most of these diterpenoids showed antimalarial activity against the protozoan parasite Plasmodium falciparum.
Wei
Xiaomei
X
Department of Chemistry, University of Puerto Rico, P.O. Box 23346, U. P. R. Station, San Juan, Puerto Rico 00931-3346.
Rodríguez
Abimael D
AD
Baran
Peter
P
Raptis
Raphael G
RG
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000962:Antimalarials / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D017691:Caribbean Region; D018360:Crystallography, X-Ray; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008968:Molecular Conformation; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D010963:Plasmodium falciparum / Q000187:drug effects*
D000962:Antimalarials; D004224:Diterpenes; C115566:dolabellane
Am J Trop Med Hyg. 2004 Feb;70(2):119-24
14993620
J Am Chem Soc. 2006 Jan 25;128(3):740-2
16417362
N Engl J Med. 2009 Jul 30;361(5):540-1
19641219
Nat Prod Rep. 2009 May;26(5):681-710
19387501
Antimicrob Agents Chemother. 1997 May;41(5):1004-9
9145860
J Nat Prod. 1995 Aug;58(8):1174-84
7595587
Science. 2008 Dec 19;322(5909):1776
19095911
Chem Pharm Bull (Tokyo). 1988 Aug;36(8):2840-52
2907305
Tetrahedron. 1995 Apr 17;51(16):4571-4618
32287414
J Nat Prod. 1995 Feb;58(2):226-32
7769391
Planta Med. 2006 Jun;72(8):735-9
16739066
J Nat Prod. 1993 Oct;56(10):1843-9
7903980