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Total syntheses of polyketide‐derived bioactive natural products
Author(s) -
Tatsuta Kuniaki,
Hosokawa Seijiro
Publication year - 2006
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.20084
Subject(s) - polyketide , total synthesis , chemistry , stereochemistry , trichostatin a , lactone , molecule , combinatorial chemistry , organic chemistry , histone deacetylase , biochemistry , biosynthesis , histone , gene , enzyme
Recent progress of total syntheses in our laboratory has been described along with our background and methodologies. The target bioactive polyketides are classified into three categories according to their structures: (i) lactone‐fused polycyclic compounds [(+)‐cochleamycin A, (+)‐tubelactomicin A, and (−)‐tetrodecamycin], (ii) aromatic compounds [(−)‐tetracycline, (−)‐BE‐54238B, lymphostin, and (−)‐lagunamycin], and (iii) acyclic polyketides [xanthocillin X dimethylether, (+)‐trichostatin D, and (+)‐actinopyrone A]. Features of the total syntheses are described. Original methodologies have been developed and applied to construct the inherent structures of the target molecules. Most syntheses cited herein are the first total syntheses, and the absolute structures of the target molecules have been determined. © 2006 The Japan Chemical Journal Forum and Wiley Periodicals, Inc. Chem Rec 6: 217–233; 2006: Published online in Wiley InterScience ( www.interscience.wiley.com ) DOI 10.1002/tcr.20084