Advances in the Total Synthesis of Lactonamycin

Author(s): Yi-Li Yao, Zhao-Peng Liu.

Journal Name: Current Organic Chemistry

Volume 20 , Issue 16 , 2016

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Abstract:

Lactonamycin is a natural antibiotic that exhibits potent antimicrobial and anticancer activities. It has a unique hexacyclic aglycone core (lactonamycinone) that features with a naphtho[e]isoindole moiety incorporating a densely oxygenated fused perhydrofuran-furanone ring with a labile tertiary methoxy moiety, and a 2-deoxy sugar unit attached by a tertiary -ketoglycosidic bond. The intriguing structure of the lactonamycin and the urgent need for novel effective antibiotics against resistant bacterial infections have stimulated considerable efforts towards the total synthesis of lactonamycin and its analogs. This paper summarizes the recent progresses towards the total synthesis of lactonamycin and its analogs, including the construction of the AB, ABCD, ABCDE, EF, CDEF, BCDEF ring systems, and the aglycone core.

Keywords: Antibiotics, antimicrobial, lactonamycin, lactonamycin Z, total synthesis.

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Article Details

VOLUME: 20
ISSUE: 16
Year: 2016
Page: [1659 - 1675]
Pages: 17
DOI: 10.2174/138527282016160526213211
Price: $58

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