Journal
TETRAHEDRON
Volume 68, Issue 36, Pages 7422-7428Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.06.067
Keywords
Renieramycin; Tetrahydroisoquinoline; Isolation; Marine natural product; Structure elucidation
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Funding
- Japan Society for Promotion of Science (JSPS) Asia and Africa Science Platform Program
- High-Tech Research Center Project from the Ministry of Education, Culture, Sports, Science and Technology (MEXT), Japan [S080104]
- PharmaSeas program at UPMSI
- Philippine Department of Science and Technology
- Grants-in-Aid for Scientific Research [23590019] Funding Source: KAKEN
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Three new bistetrahydroisoquinoline marine natural products, renieramycins W (1w), X (1x), and Y (1y), along with two known renieramycins M (1m) and T (1t), were isolated from the pretreated Philippine blue sponge Xestospongia sp. with KCN and their structures were elucidated by comparing their spectral data with those of 1m, 1t, and N-acetylsafracin B (11). Renieramycins W (1w) and X (1x) are the first examples of tiglic acid ester derivatives at the C-1 side chain. Renieramycin Y (1y) possesses a characteristic substitution pattern in A-ring and isolation of it from marine organism strongly evidences to link the possible precursor 3-hydroxy-5-methyl-O-methyltyrosine with both renieramycin and ecteinascidin marine natural products. (C) 2012 Elsevier Ltd. All rights reserved.
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