New malyngamides from the Hawaiian cyanobacterium Lyngbya majuscula.
Isomalyngamides A and B (1, 2) were isolated and characterized from a collection of the cyanobacterium Lyngbya majuscula from Hawaiian waters. These compounds represent a new type of malyngamide, similar to malyngamides Q and R, in which the conformation of the chloromethylene group is opposite from the majority of previously reported malyngamides. The geometry of the chloromethylene moiety was elucidated from the long-range coupling constants ((3)J(C)(-)(H)) obtained from editing-HETLOC and phase-sensitive HMBC experiments. Isomalyngamides A and B (1, 2) showed lethal toxicity to crayfish.
Kan
Y
Y
Suntory Institute for Bioorganic Research, Wakayamadai, Shimamoto, Mishima-gun, Osaka 618-8503, Japan. kan@sunbor.or.jp
Sakamoto
B
B
Fujita
T
T
Nagai
H
H
D000577:Amides / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity; D000818:Animals; D003400:Astacoidea; D000458:Cyanobacteria / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D011758:Pyrroles / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity
D000577:Amides; D011758:Pyrroles; C421003:isomalyngamide A; C421002:isomalyngamide B