Isolation and structure of prorocentrolide B, a fast-acting toxin from Prorocentrum maculosum

Journal of Natural Products
T HuJ L Wright

Abstract

A new toxin, prorocentrolide B (1), has been isolated following bioassay-guided fractionation of a BuOH extract of the tropical dinoflagellate, Prorocentrum maculosum Faust. This compound produces a rapid toxic response in the mouse bioassay, a type of activity not accounted for by other diarrhetic shellfish poisoning toxins produced by P. maculosum. The structure 1 was established by NMR and MS and is similar to prorocentrolide (2), a toxin from a strain of Prorocentrum lima. NMR data and the modeling program ConGen have been used to establish the relative stereochemistry of some individual ether ring systems and the hexahydroisoquinoline ring.

References

Mar 1, 1990·Trends in Biochemical Sciences·P CohenY Tsukitani
Jan 1, 1990·Toxicon : Official Journal of the International Society on Toxinology·R W DickeyD Andrzejewski

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Citations

Apr 18, 2001·Toxicon : Official Journal of the International Society on Toxinology·A H DaranasJ J Fernández
Nov 2, 2001·Toxicon : Official Journal of the International Society on Toxinology·Loïc Ten-HageJordi Molgó
Dec 10, 1999·Comparative Biochemistry and Physiology. Part B, Biochemistry & Molecular Biology·K S Rein, J Borrone
Mar 20, 2013·Chemical Reviews·Adriana LorenteMercedes Álvarez
Jul 12, 2011·Chemical Research in Toxicology·Alberto OteroAna G Cabado
May 20, 1998·Natural Product Reports·D J Faulkner
Jul 27, 2007·Natural Product Reports·Patrick D O'Connor, Margaret A Brimble
Feb 21, 2016·Toxicon : Official Journal of the International Society on Toxinology·Zita ZendongPhilipp Hess
Jun 22, 2010·Toxicon : Official Journal of the International Society on Toxinology·R Wayne LitakerPatricia A Tester
Sep 19, 2009·Toxicon : Official Journal of the International Society on Toxinology·John A KalaitzisBrett A Neilan
Jun 2, 2009·Toxicon : Official Journal of the International Society on Toxinology·Lesley L RhodesMarie-Yasmine Bottein
Jun 13, 2015·Toxicological Sciences : an Official Journal of the Society of Toxicology·Romulo AráozDenis Servent
May 27, 2004·Natural Product Reports·Hideaki Oikawa, Tetsuo Tokiwano
Apr 5, 2011·European Journal of Organic Chemistry·Stéphane BeaumontArmen Zakarian
May 31, 2018·Marine Drugs·Federica FarabegoliAna García Cabado
Jul 14, 2007·Organic Letters·Chong-Dao Lu, Armen Zakarian
Mar 24, 2011·The Journal of Organic Chemistry·Kohtaro SugaharaKazuo Tachibana

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