A New Lyngbyatoxin from the Hawaiian Cyanobacterium Moorea producens

Marine Drugs

Weina Jiang²  Wei Zhou²  Hajime Uchida²  Masayuki Kikumori⁴  Kazuhiro Irie⁴  Ryuichi Watanabe¹  Toshiyuki Suzuki¹  Bryan Sakamoto³  Michiya Kamio² 

[1] National Research Institute of Fisheries Science, Yokohama 236-8648, Japan; E-Mails:;Department of Ocean Sciences, Tokyo University of Marine Science and Technology, Tokyo 108-8477, Japan; E-Mails:;Richard L. Roudebush VA Medical Center, Indianapolis, IN 46202, USA; E-Mail:;Division of Food Science and Biotechnology, Graduate School of Agriculture, Kyoto University, Kyoto 606-8502, Japan; E-Mails:

关键词: lyngbyatoxin A;    cyanobacteria;    Moorea producens;    toxicity;    protein kinase C;   

DOI  :  10.3390/md12052748

来源: mdpi

【 摘 要 】

Lyngbyatoxin A from the marine cyanobacterium Moorea producens (formerly Lyngbya majuscula) is known as the causative agent of “swimmer’s itch” with its highly inflammatory effect. A new toxic compound was isolated along with lyngbyatoxin A from an ethyl acetate extract of M. producens collected from Hawaii. Analyses of HR-ESI-MS and NMR spectroscopies revealed the isolated compound had the same planar structure with that of lyngbyatoxin A. The results of optical rotation and CD spectra indicated that the compound was a new lyngbyatoxin A derivative, 12-epi-lyngbyatoxin A (1). While 12-epi-lyngbyatoxin A showed comparable toxicities with lyngbyatoxin A in cytotoxicity and crustacean lethality tests, it showed more than 100 times lower affinity for protein kinase Cδ (PKCδ) using the PKCδ-C1B peptide when compared to lyngbyatoxin A.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.