13-Methyl-3,4-seco-ent-podocarpanes, rare C18-diterpenoids from the roots of Flueggea virosa

Chih Hua Chao; Ju Chien Cheng; De Yang Shen; Hui Chi Huang; Yang Chang Wu; Tian Shung Wu

doi:10.1039/c6ra00843g

13-Methyl-3,4-seco-ent-podocarpanes, rare C18-diterpenoids from the roots of Flueggea virosa

Chih Hua Chao, Ju Chien Cheng, De Yang Shen, Hui Chi Huang, Yang Chang Wu, Tian Shung Wu

School of Pharmacy

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

8 Citations (Scopus)

Abstract

As a part of our continuing search for anti-HCV agents from a medicinal plant, Flueggea virosa, we identified fourteen new ingredients, including 13-methyl-3,4-seco-ent-podocarpanes (1-13) and a new naphthalene derivative (14). Their structures were determined by analysis of 2D NMR spectroscopic data, while their absolute configurations were determined by comparison of specific optical rotations with related analogues in the literature. The therapeutic potential against hepatitis C virus (HCV) infection was evaluated for the isolates. Compound 8 showed the most potent anti-HCV activity with a therapeutic index (TI = IC₅₀/EC₅₀) of 100.5.

Original language	English
Pages (from-to)	34708-34714
Number of pages	7
Journal	RSC Advances
Volume	6
Issue number	41
DOIs	https://doi.org/10.1039/c6ra00843g
Publication status	Published - 2016

All Science Journal Classification (ASJC) codes

Chemistry(all)
Chemical Engineering(all)

Access to Document

10.1039/c6ra00843g

Cite this

@article{7fbf2121709b470d86b3d1d357f51e29,

title = "13-Methyl-3,4-seco-ent-podocarpanes, rare C18-diterpenoids from the roots of Flueggea virosa",

abstract = "As a part of our continuing search for anti-HCV agents from a medicinal plant, Flueggea virosa, we identified fourteen new ingredients, including 13-methyl-3,4-seco-ent-podocarpanes (1-13) and a new naphthalene derivative (14). Their structures were determined by analysis of 2D NMR spectroscopic data, while their absolute configurations were determined by comparison of specific optical rotations with related analogues in the literature. The therapeutic potential against hepatitis C virus (HCV) infection was evaluated for the isolates. Compound 8 showed the most potent anti-HCV activity with a therapeutic index (TI = IC50/EC50) of 100.5.",

author = "Chao, {Chih Hua} and Cheng, {Ju Chien} and Shen, {De Yang} and Huang, {Hui Chi} and Wu, {Yang Chang} and Wu, {Tian Shung}",

note = "Funding Information: The authors are grateful for financial support from the Ministry of Science and Technology (MOST102-2113-M-039-001, MOST103-2320-B-039-004-MY3, and MOST103-2911-I-002-303). This study was also supported by the China Medical University (CMU-102-N-08) and in part by a grant from the Chinese Medicine Research Center, China Medical University (the Ministry of Education, the Aim for the Top University Plan). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2016.",

year = "2016",

doi = "10.1039/c6ra00843g",

language = "English",

volume = "6",

pages = "34708--34714",

journal = "RSC Advances",

issn = "2046-2069",

publisher = "Royal Society of Chemistry",

number = "41",

}

TY - JOUR

T1 - 13-Methyl-3,4-seco-ent-podocarpanes, rare C18-diterpenoids from the roots of Flueggea virosa

AU - Chao, Chih Hua

AU - Cheng, Ju Chien

AU - Shen, De Yang

AU - Huang, Hui Chi

AU - Wu, Yang Chang

AU - Wu, Tian Shung

N1 - Funding Information: The authors are grateful for financial support from the Ministry of Science and Technology (MOST102-2113-M-039-001, MOST103-2320-B-039-004-MY3, and MOST103-2911-I-002-303). This study was also supported by the China Medical University (CMU-102-N-08) and in part by a grant from the Chinese Medicine Research Center, China Medical University (the Ministry of Education, the Aim for the Top University Plan). Publisher Copyright: © The Royal Society of Chemistry 2016.

PY - 2016

Y1 - 2016

N2 - As a part of our continuing search for anti-HCV agents from a medicinal plant, Flueggea virosa, we identified fourteen new ingredients, including 13-methyl-3,4-seco-ent-podocarpanes (1-13) and a new naphthalene derivative (14). Their structures were determined by analysis of 2D NMR spectroscopic data, while their absolute configurations were determined by comparison of specific optical rotations with related analogues in the literature. The therapeutic potential against hepatitis C virus (HCV) infection was evaluated for the isolates. Compound 8 showed the most potent anti-HCV activity with a therapeutic index (TI = IC50/EC50) of 100.5.

AB - As a part of our continuing search for anti-HCV agents from a medicinal plant, Flueggea virosa, we identified fourteen new ingredients, including 13-methyl-3,4-seco-ent-podocarpanes (1-13) and a new naphthalene derivative (14). Their structures were determined by analysis of 2D NMR spectroscopic data, while their absolute configurations were determined by comparison of specific optical rotations with related analogues in the literature. The therapeutic potential against hepatitis C virus (HCV) infection was evaluated for the isolates. Compound 8 showed the most potent anti-HCV activity with a therapeutic index (TI = IC50/EC50) of 100.5.

UR - http://www.scopus.com/inward/record.url?scp=84971646874&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84971646874&partnerID=8YFLogxK

U2 - 10.1039/c6ra00843g

DO - 10.1039/c6ra00843g

M3 - Article

AN - SCOPUS:84971646874

SN - 2046-2069

VL - 6

SP - 34708

EP - 34714

JO - RSC Advances

JF - RSC Advances

IS - 41

ER -

13-Methyl-3,4-seco-ent-podocarpanes, rare C18-diterpenoids from the roots of Flueggea virosa

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this