Aplyronine A, a potent antitumour macrolide of marine origin, and the congeners aplyronines B-H: chemistry and biology.
Aplyronines A-H are cytotoxic macrolides isolated from the sea hare Aplysia kurodai. Aplyronine A is the major constituent among the aplyronines, and this review concentrates on the results of chemical and biological research into this natural product. The isolation, determination of stereostructure and enantioselective total synthesis of the aplyronines are covered, together with discussion of their antitumour activity and structure-activity relationships, and the three-dimensional X-ray structure of the actin-aplyronine A complex.
Graduate School of Science, Nagoya University, Chikusa, Nagoya, 464-8602, Japan.
Kiyoyuki
K
Yamada
Makoto
M
Ojika
Hideo
H
Kigoshi
Kiyotake
K
Suenaga
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001048:Aplysia / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018942:Macrolides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008386:Marine Biology; D008387:Marine Toxins / Q000737:chemistry / Q000378:metabolism; D008968:Molecular Conformation; D015394:Molecular Structure; D012694:Serine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000970:Antineoplastic Agents; D007783:Lactones; D018942:Macrolides; D008387:Marine Toxins; C104057:aplyronine A; D012694:Serine