Biocatalytic and Antimetastatic Studies of the Marine Cembranoids Sarcophine and 2-epi-16-Deoxysarcophine | Zendy

Swapnali S. Sawant | Zendy; Diaa T. A. Youssef | Zendy; Jane Reiland | Zendy; Melissa Ferniz | Zendy; Dario Marchetti | Zendy; Khalid A. El Sayed | Zendy

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Biocatalytic and Antimetastatic Studies of the Marine Cembranoids Sarcophine and 2-epi-16-Deoxysarcophine

Author(s) -

Swapnali S. Sawant,

Diaa T. A. Youssef,

Jane Reiland,

Melissa Ferniz,

Dario Marchetti,

Khalid A. El Sayed

Publication year - 2006

Publication title -

journal of natural products

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.976

H-Index - 139

eISSN - 1520-6025

pISSN - 0163-3864

DOI - 10.1021/np050527v

Subject(s) - coral , stereochemistry , cancer cell lines , terpenoid , diterpene , chemistry , terpene , tumor cells , biology , botany , cancer cell , cancer , ecology , cancer research , genetics

The soft coral Sarcophyton glaucum is a rich resource of several bioactive cembranoids. Sarcophytol A (1) and sarcophine (2) are cembranoid diterpenes reported from this soft coral and extensively investigated for their cancer chemopreventive properties. This study aimed at investigating the antimetastatic potential of the major cembranoids, sarcophine (2) and 2-epi-16-deoxysarcophine (3), from the Red Sea soft coral S. glaucum. Biocatalytic transformation of 3 using Rhizopus stolonifer ATCC 6227a and Absidia spinosa ATCC 6648 afforded four new metabolites, 5-7 and 9, along with the known 9alpha-hydroxysarcophine (8). Sarcophine, 2-epi-16-deoxysarcophine, and metabolites 5-9 revealed significant antimetastatic activity against the highly metastatic mouse melanoma cell line (B16B15b). Cembranoids demonstrate a great potential for further development as antimetastatic agents.

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