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J Nat Prod ; 67(10): 1672-80, 2004 Oct.
Article in English | MEDLINE | ID: mdl-15497938

ABSTRACT

As part of an ongoing program to explore the chemical constituents of Caribbean marine invertebrates, a family of 13 new diterpene glycosides, pseudopterosins P-Z (1-11) and seco-pseudopterosins H (12) and I (13), have been isolated from the organic extracts of two collections of the sea whip Pseudopterogorgia elisabethae procured near the Colombian Southwestern Caribbean Sea. The structures of compounds 1-13, including absolute stereochemistry, have been proposed on the basis of comprehensive spectral analyses, chemical transformations, specific rotation, and TLC chromatographic analyses. Pseudopterosin Q (2) inhibited thromboxane B2 (TXB2) (IC50 = 4.7 microM) and superoxide anion (O2-) (IC50 = 11.2 microM) generation from E. coli lipopolysaccharide (LPS) activated rat neonatal microglia in vitro. In contrast, pseudopterosins P (1), U (6), V (7), W (8), and X (9) as well as seco-pseudopterosins H (12) and I (13) demonstrated minimal effects on both TXB2 and O2- release. In addition, some of the new compounds displayed strong antituberculosis, antiviral, antimalarial, and anticancer activity.


Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/isolation & purification , Antimalarials/isolation & purification , Antineoplastic Agents/isolation & purification , Antitubercular Agents/isolation & purification , Antiviral Agents/isolation & purification , Cnidaria/chemistry , Diterpenes/isolation & purification , Glycosides/isolation & purification , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Antimalarials/chemistry , Antimalarials/pharmacology , Antineoplastic Agents/chemistry , Antineoplastic Agents/pharmacology , Antitubercular Agents/chemistry , Antitubercular Agents/pharmacology , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , Diterpenes/chemistry , Diterpenes/pharmacology , Glycosides/chemistry , Glycosides/pharmacology , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Oceans and Seas , Rats
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