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Luminaolide, a Novel Metamorphosis-enhancing Macrodiolide for Scleractinian Coral Larvae from Crustose Coralline Algae

Overview
Journal Tetrahedron Lett
Publisher Elsevier
Specialty Chemistry
Date 2010 Feb 2
PMID 20119494
Citations 16
Authors
Makoto Kitamura
Peter J Schupp
Yoshikatsu Nakano
Daisuke Uemura
Affiliations
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Abstract

A new metamorphosis-enhancing macrodiolide, luminaolide (1), was isolated from the crustose coralline algae (CCA) Hydrolithon reinboldii. Its structure was determined by spectroscopic analysis. A fraction (1.30 mug/mL) eluted with 80% aqueous MeOH by ODS gel column chromatography of the same CCA extract induced larval metamorphosis (25.9 +/- 7.4%) against Leptastrea purpurea, and its metamorphosis-inducing activity was further enhanced to 92.6 +/- 2.9% with the addition of 1 (25.6 ng/mL).

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References
1.
Andrianasolo E, Gross H, Goeger D, Musafija-Girt M, McPhail K, Leal R . Isolation of swinholide A and related glycosylated derivatives from two field collections of marine cyanobacteria. Org Lett. 2005; 7(7):1375-8. DOI: 10.1021/ol050188x. View
2.
Morse D, Morse A . Enzymatic Characterization of the Morphogen Recognized by Agaricia humilis (Scleractinian Coral) Larvae. Biol Bull. 2018; 181(1):104-122. DOI: 10.2307/1542493. View
3.
Carmeli S, Moore R, Patterson G . Tolytoxin and new scytophycins from three species of Scytonema. J Nat Prod. 1990; 53(6):1533-42. DOI: 10.1021/np50072a021. View
4.
Morse A, Iwao K, Baba M, Shimoike K, Hayashibara T, Omori M . An Ancient Chemosensory Mechanism Brings New Life to Coral Reefs. Biol Bull. 2017; 191(2):149-154. DOI: 10.2307/1542917. View
5.
Tsuda M, Izui N, Shimbo K, Sato M, Fukushi E, Kawabata J . Amphidinolide X, a novel 16-membered macrodiolide from dinoflagellate Amphidinium sp. J Org Chem. 2003; 68(13):5339-45. DOI: 10.1021/jo0343634. View