Total Synthesis and Stereochemical Assignment of Roselipin 1A

Roselipin 1A, a bioactive natural glycolipid isolated from marine fungal metabolites, presents an unresolved configuration of its nine stereogenic centers within the polyketide chain. Herein, we elucidate the comprehensive stereostructure of roselipin 1A through an integrative approach combining predictive rule-guided analysis with synthetic chemistry. The efficient total synthesis facilitated the unequivocal confirmation of the hypothesized stereochemistry for roselipin 1A, thereby establishing its precise molecular configuration.

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Publication Details

Journal
Precision Chemistry
Published
2024-12-10
DOI
https://doi.org/10.1021/prechem.4c00082
Citations
1
Primary Topic
Microbial Natural Products and Biosynthesis
Type
article
Field-Weighted Citation Impact
0.45

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article

Total Synthesis and Stereochemical Assignment of Roselipin 1A

Yian Guo, Tao Ye, Junyang Liu, Yangyang Jiang
1 citations
Precision Chemistry
Microbial Natural Products and Biosynthesis
0.45
article

Total Synthesis and Stereochemical Assignment of Roselipin 1A

Yian Guo, Tao Ye, Junyang Liu, Yangyang Jiang
article en
1 citations

Abstract

Roselipin 1A, a bioactive natural glycolipid isolated from marine fungal metabolites, presents an unresolved configuration of its nine stereogenic centers within the polyketide chain. Herein, we elucidate the comprehensive stereostructure of roselipin 1A through an integrative approach combining predictive rule-guided analysis with synthetic chemistry. The efficient total synthesis facilitated the unequivocal confirmation of the hypothesized stereochemistry for roselipin 1A, thereby establishing its precise molecular configuration.

Precision ChemistryVol. 3(2)
Peking University (CN), Lifetech Scientific (China) (CN), Peking University Shenzhen Hospital (CN), Wuyi University (CN)
National Natural Science Foundation of China, Natural Science Foundation of Guangdong Province, Department of Education of Guangdong Province, Basic and Applied Basic Research Foundation of Guangdong Province
Zero hunger
Openalex Percentile: Top 29%
Microbial Natural Products and Biosynthesis
0.45
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Total Synthesis and Stereochemical Assignment of Roselipin 1A — Yian Guo, Tao Ye, et al. · Precision Chemistry (2024) | TGRS Research Map | TGRS