Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla

Chung Sub Kim; Joonseok Oh; Lalita Subedi; Sun Yeou Kim; Sang Un Choi; Kang Ro Lee

doi:10.1038/srep43646

Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla

Chung Sub Kim
, Joonseok Oh
, Lalita Subedi
, Sun Yeou Kim
, Sang Un Choi
, Kang Ro Lee

Department of Pharmacy

Yale University
Gachon University
Korea Research Institute of Chemical Technology
Sungkyunkwan University

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

A novel triterpenoid, holophyllane A (1), featuring a B-nor-3,4-seco-17,14-friedo-lanostane, along with its putative precursor, compound 2 were isolated from the methanol extract of the trunks of Abies holophylla. The 2D structure and relative configuration of 1 were initially determined via analysis of 1D and 2D NMR spectroscopic data and the assignment was confirmed by quantum mechanics-based NMR chemical shift calculations. The absolute configuration was established by comparison of the experimental and simulated ECD data generated at different theory levels. Compounds 1 and 2 exhibited moderate to weak cytotoxicity and significant inhibitory activity against nitric oxide (NO) production.

Original language	English
Article number	43646
Journal	Scientific Reports
Volume	7
DOIs	https://doi.org/10.1038/srep43646
State	Published - 2 Mar 2017

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title = "Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla",

abstract = "A novel triterpenoid, holophyllane A (1), featuring a B-nor-3,4-seco-17,14-friedo-lanostane, along with its putative precursor, compound 2 were isolated from the methanol extract of the trunks of Abies holophylla. The 2D structure and relative configuration of 1 were initially determined via analysis of 1D and 2D NMR spectroscopic data and the assignment was confirmed by quantum mechanics-based NMR chemical shift calculations. The absolute configuration was established by comparison of the experimental and simulated ECD data generated at different theory levels. Compounds 1 and 2 exhibited moderate to weak cytotoxicity and significant inhibitory activity against nitric oxide (NO) production.",

author = "Kim, \{Chung Sub\} and Joonseok Oh and Lalita Subedi and Kim, \{Sun Yeou\} and Choi, \{Sang Un\} and Lee, \{Kang Ro\}",

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AU - Oh, Joonseok

AU - Subedi, Lalita

AU - Kim, Sun Yeou

AU - Choi, Sang Un

AU - Lee, Kang Ro

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AB - A novel triterpenoid, holophyllane A (1), featuring a B-nor-3,4-seco-17,14-friedo-lanostane, along with its putative precursor, compound 2 were isolated from the methanol extract of the trunks of Abies holophylla. The 2D structure and relative configuration of 1 were initially determined via analysis of 1D and 2D NMR spectroscopic data and the assignment was confirmed by quantum mechanics-based NMR chemical shift calculations. The absolute configuration was established by comparison of the experimental and simulated ECD data generated at different theory levels. Compounds 1 and 2 exhibited moderate to weak cytotoxicity and significant inhibitory activity against nitric oxide (NO) production.

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Holophyllane A: A Triterpenoid Possessing an Unprecedented B-nor-3,4-seco-17,14-friedo-lanostane Architecture from Abies holophylla

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