Three neo-Clerodane Diterpenoids from Tinospora cordifolia Stems and Their Arginase Inhibitory Activities

Nhat Nam Hoang; Shotaro Hoshino; Takeshi Kodama; Yu Nakashima; Kiep Minh Do; Hoang Xuan Thao; Naotaka Ikumi; Hiroyasu Onaka; Hiroyuki Morita

doi:10.1248/cpb.c24-00240

Three neo-Clerodane Diterpenoids from Tinospora cordifolia Stems and Their Arginase Inhibitory Activities

Nhat Nam Hoang, Shotaro Hoshino, Takeshi Kodama, Yu Nakashima, Kiep Minh Do, Hoang Xuan Thao, Naotaka Ikumi, Hiroyasu Onaka^*, Hiroyuki Morita^*

^*Corresponding author for this work

Section of Natural Products & Drug Discovery, Division of Medicinal Resources, Institute of Natural Medicine

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

3 Scopus citations

Abstract

Three neo-clerodane diterpenoids, including two new tinocordifoliols A (1) and B (2) and one known tinopanoid R (3), were isolated from the ethyl acetate-soluble fraction of the 70% ethanol extract of Tinospora cordifolia stems. The structures were elucidated by various spectroscopic methods, including one dimensional (1D) and 2D-NMR, high resolution-electrospray ionization (HR-ESI)-MS, and electronic circular dichroism (ECD) data. The T. cordifolia extract and all isolated compounds 1-3 possessed arginase I inhibitory activities. Among them, 3 exhibited moderate competitive inhibition of human arginase I (IC50 = 61.9 μM). Furthermore, docking studies revealed that the presence of a β-substituted furan in 3 may play a key role in the arginase I inhibitory activities.

Original language	English
Pages (from-to)	540-546
Number of pages	7
Journal	Chemical and Pharmaceutical Bulletin
Volume	72
Issue number	6
DOIs	https://doi.org/10.1248/cpb.c24-00240
State	Published - 2024/06

Keywords

arginase inhibitory activity
clerodane diterpenoid
neo-clerodane diterpenoid
Tinospora cordifolia

ASJC Scopus subject areas

General Chemistry
Drug Discovery

Access to Document

10.1248/cpb.c24-00240

Cite this

@article{a45b700df8584162a799e477c700fc0f,

title = "Three neo-Clerodane Diterpenoids from Tinospora cordifolia Stems and Their Arginase Inhibitory Activities",

abstract = "Three neo-clerodane diterpenoids, including two new tinocordifoliols A (1) and B (2) and one known tinopanoid R (3), were isolated from the ethyl acetate-soluble fraction of the 70% ethanol extract of Tinospora cordifolia stems. The structures were elucidated by various spectroscopic methods, including one dimensional (1D) and 2D-NMR, high resolution-electrospray ionization (HR-ESI)-MS, and electronic circular dichroism (ECD) data. The T. cordifolia extract and all isolated compounds 1-3 possessed arginase I inhibitory activities. Among them, 3 exhibited moderate competitive inhibition of human arginase I (IC50 = 61.9 μM). Furthermore, docking studies revealed that the presence of a β-substituted furan in 3 may play a key role in the arginase I inhibitory activities.",

keywords = "arginase inhibitory activity, clerodane diterpenoid, neo-clerodane diterpenoid, Tinospora cordifolia",

author = "Hoang, {Nhat Nam} and Shotaro Hoshino and Takeshi Kodama and Yu Nakashima and Do, {Kiep Minh} and Thao, {Hoang Xuan} and Naotaka Ikumi and Hiroyasu Onaka and Hiroyuki Morita",

note = "Publisher Copyright: {\textcopyright} 2024 Author(s).",

year = "2024",

month = jun,

doi = "10.1248/cpb.c24-00240",

language = "英語",

volume = "72",

pages = "540--546",

journal = "Chemical and Pharmaceutical Bulletin",

issn = "0009-2363",

publisher = "Pharmaceutical Society of Japan",

number = "6",

}

TY - JOUR

T1 - Three neo-Clerodane Diterpenoids from Tinospora cordifolia Stems and Their Arginase Inhibitory Activities

AU - Hoang, Nhat Nam

AU - Hoshino, Shotaro

AU - Kodama, Takeshi

AU - Nakashima, Yu

AU - Do, Kiep Minh

AU - Thao, Hoang Xuan

AU - Ikumi, Naotaka

AU - Onaka, Hiroyasu

AU - Morita, Hiroyuki

PY - 2024/6

Y1 - 2024/6

N2 - Three neo-clerodane diterpenoids, including two new tinocordifoliols A (1) and B (2) and one known tinopanoid R (3), were isolated from the ethyl acetate-soluble fraction of the 70% ethanol extract of Tinospora cordifolia stems. The structures were elucidated by various spectroscopic methods, including one dimensional (1D) and 2D-NMR, high resolution-electrospray ionization (HR-ESI)-MS, and electronic circular dichroism (ECD) data. The T. cordifolia extract and all isolated compounds 1-3 possessed arginase I inhibitory activities. Among them, 3 exhibited moderate competitive inhibition of human arginase I (IC50 = 61.9 μM). Furthermore, docking studies revealed that the presence of a β-substituted furan in 3 may play a key role in the arginase I inhibitory activities.

AB - Three neo-clerodane diterpenoids, including two new tinocordifoliols A (1) and B (2) and one known tinopanoid R (3), were isolated from the ethyl acetate-soluble fraction of the 70% ethanol extract of Tinospora cordifolia stems. The structures were elucidated by various spectroscopic methods, including one dimensional (1D) and 2D-NMR, high resolution-electrospray ionization (HR-ESI)-MS, and electronic circular dichroism (ECD) data. The T. cordifolia extract and all isolated compounds 1-3 possessed arginase I inhibitory activities. Among them, 3 exhibited moderate competitive inhibition of human arginase I (IC50 = 61.9 μM). Furthermore, docking studies revealed that the presence of a β-substituted furan in 3 may play a key role in the arginase I inhibitory activities.

KW - arginase inhibitory activity

KW - clerodane diterpenoid

KW - neo-clerodane diterpenoid

KW - Tinospora cordifolia

UR - http://www.scopus.com/inward/record.url?scp=85195788571&partnerID=8YFLogxK

U2 - 10.1248/cpb.c24-00240

DO - 10.1248/cpb.c24-00240

M3 - 学術論文

C2 - 38866475

AN - SCOPUS:85195788571

SN - 0009-2363

VL - 72

SP - 540

EP - 546

JO - Chemical and Pharmaceutical Bulletin

JF - Chemical and Pharmaceutical Bulletin

IS - 6

ER -

Three neo-Clerodane Diterpenoids from Tinospora cordifolia Stems and Their Arginase Inhibitory Activities

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Fingerprint

Cite this