New antifouling macrodiolides from the deep-sea-derived fungus Trichobotrys effuse DFFSCS021. Issue 3 (20th January 2016)

• Record Type: Journal Article
• Authors: Sun, Yu-Lin; Zhang, Xiao-Yong; Nong, Xu-Hua; Xu, Xin-Ya; Qi, Shu-Hua
• Is Part Of: Tetrahedron letters. Volume 57:Issue 3(2016)
• Page Start: 366
• Page End: 370
• Publication Date: 2016-01-20
• Subjects: Deep-sea-derived fungus -- Trichobotrys effuse -- Macrodiolide -- Trichobotrysides A–C -- Absolute configuration -- Antifouling; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.12.026
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A new symmetric 16-membered macrodiolide, trichobotryside A (1 ), and two new asymmetric 18-membered macrodiolides trichobotrysides B–C (2 –3 ) were obtained from the deep-sea-derived fungus Trichobotrys effuse DFFSCS021. Their structures were elucidated by extensive spectroscopic analysis. The absolute configurations of1 and2 were established by the methanolysis and modified Mosher method. And the methanolysis of both1 and2 produced the new compound of 4 R, 7 S, 9 S -trihydroxyl-2-en-1-methyl decanoate (4 ). It was rare to obtain an 18-membered macrodiolide from nature. Compound1 showed strong antifouling activity against Bugula neritina and Balanus amphitrite larvae settlement.