Semisynthetic Studies on the Manzamine Alkaloids

KHALID A. EL SAYED; ASHRAF A. KHALIL; MUHAMMAD YOUSAF; GUILLERMO LABADIE; GUNDLURU M. KUMAR; SCOTT G. FRANZBLAU; ALEJANDRO M. S. MAYER; MITCHELL A. AVERY; MARK T. HAMANN

JOURNAL OF NATURAL PRODUCTS

American Chemical Society

Lugar: Washington; Año: 2008 vol. 71 p. 300 - 308

0163-3864

Chemical transformation studies were conducted on (-)-8-hydroxymanzamine A (1), (-)-manzamine F (2), manzamine A (3), and (+)-8-hydroxymanzamine A (4), isolated from Indo-Pacific Acanthostrongylophora sponges.1 Thirteen new semisynthetic manzamine derivatives, including four Δ34,35 manzamines (5, 6, 8, and 9) and the unprecedented manzamine derivative 17, are reported. The potent in vitro activities of the obtained semisynthetic manzamines against activated brain microglia and the AIDS opportunistic infection pathogen Mycobacterium tuberculosis are  presented.