Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities

Ninh Khac Ban; Nguyen Thi Kim Thoa; Tran My Linh; Do Thi Trang; Phan Van Kiem; Nguyen Xuan Nhiem; Bui Huu Tai; Chau Van Minh; Jae Hyoung Song; Hyun Jeong Ko; Seung Hyun Kim

doi:10.1007/s11418-017-1125-2

Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities

Ninh Khac Ban, Nguyen Thi Kim Thoa, Tran My Linh, Do Thi Trang, Phan Van Kiem, Nguyen Xuan Nhiem, Bui Huu Tai, Chau Van Minh, Jae Hyoung Song, Hyun Jeong Ko, Seung Hyun Kim

Department of Pharmacy

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

10 Citations (Scopus)

Abstract

Abstract: Phytochemical investigation of the methanol extract of Vitex limonifolia leaves led to the isolation of three new labdane-type diterpenoids, vitexlimolides A–C (1–3) and eight known compounds, 5,4′-dihydroxy-3,7-dimethoxyflavone (4), vitecetin (5), 5,4′-dihydroxy-7,3′-dimethoxyflavone (6), verrucosin (7), 2α, 3α-dihydroxy-urs-12-en-28-oic acid (8), euscaphlic acid (9), 18,19-seco, 2α, 3α-dihydroxy-19-oxo-urs-11,13(18)-dien-28-oic acid (10), and maslinic acid (11). Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for antiviral activities against CVB3, HRV1B, and EV71 viruses. As a result, compounds 4 and 6 showed potent antiviral activity against CVB3 infection with IC₅₀ values of 0.12 ± 0.06 and 1.86 ± 0.18 (µM), respectively. Graphical abstract: [Figure not available: see fulltext.].

Original language	English
Pages (from-to)	290-297
Number of pages	8
Journal	Journal of Natural Medicines
Volume	72
Issue number	1
DOIs	https://doi.org/10.1007/s11418-017-1125-2
Publication status	Published - 2018 Jan 1

Bibliographical note

Funding Information:
Acknowledgements This research is funded by the Vietnam National Foundation for Science and Technology Development (NAFOSTED) under Grant Number 104.01-2014.02 and the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF-2011-0025129).

Publisher Copyright:
© 2017, The Japanese Society of Pharmacognosy and Springer Japan KK.

All Science Journal Classification (ASJC) codes

Pharmaceutical Science
Drug Discovery
Complementary and alternative medicine
Organic Chemistry

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10.1007/s11418-017-1125-2

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@article{d6b3c8ad64ee431eb1a1105e192e0e23,

title = "Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities",

abstract = "Abstract: Phytochemical investigation of the methanol extract of Vitex limonifolia leaves led to the isolation of three new labdane-type diterpenoids, vitexlimolides A–C (1–3) and eight known compounds, 5,4′-dihydroxy-3,7-dimethoxyflavone (4), vitecetin (5), 5,4′-dihydroxy-7,3′-dimethoxyflavone (6), verrucosin (7), 2α, 3α-dihydroxy-urs-12-en-28-oic acid (8), euscaphlic acid (9), 18,19-seco, 2α, 3α-dihydroxy-19-oxo-urs-11,13(18)-dien-28-oic acid (10), and maslinic acid (11). Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for antiviral activities against CVB3, HRV1B, and EV71 viruses. As a result, compounds 4 and 6 showed potent antiviral activity against CVB3 infection with IC50 values of 0.12 ± 0.06 and 1.86 ± 0.18 (µM), respectively. Graphical abstract: [Figure not available: see fulltext.].",

author = "Ban, {Ninh Khac} and Thoa, {Nguyen Thi Kim} and Linh, {Tran My} and Trang, {Do Thi} and {Van Kiem}, Phan and Nhiem, {Nguyen Xuan} and Tai, {Bui Huu} and {Van Minh}, Chau and Song, {Jae Hyoung} and Ko, {Hyun Jeong} and Kim, {Seung Hyun}",

note = "Funding Information: Acknowledgements This research is funded by the Vietnam National Foundation for Science and Technology Development (NAFOSTED) under Grant Number 104.01-2014.02 and the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF-2011-0025129). Publisher Copyright: {\textcopyright} 2017, The Japanese Society of Pharmacognosy and Springer Japan KK.",

year = "2018",

month = jan,

day = "1",

doi = "10.1007/s11418-017-1125-2",

language = "English",

volume = "72",

pages = "290--297",

journal = "Natural Medicines",

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Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities. / Ban, Ninh Khac; Thoa, Nguyen Thi Kim; Linh, Tran My; Trang, Do Thi; Van Kiem, Phan; Nhiem, Nguyen Xuan; Tai, Bui Huu; Van Minh, Chau; Song, Jae Hyoung; Ko, Hyun Jeong; Kim, Seung Hyun.

In: Journal of Natural Medicines, Vol. 72, No. 1, 01.01.2018, p. 290-297.

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

TY - JOUR

T1 - Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities

AU - Ban, Ninh Khac

AU - Thoa, Nguyen Thi Kim

AU - Linh, Tran My

AU - Trang, Do Thi

AU - Van Kiem, Phan

AU - Nhiem, Nguyen Xuan

AU - Tai, Bui Huu

AU - Van Minh, Chau

AU - Song, Jae Hyoung

AU - Ko, Hyun Jeong

AU - Kim, Seung Hyun

N1 - Funding Information: Acknowledgements This research is funded by the Vietnam National Foundation for Science and Technology Development (NAFOSTED) under Grant Number 104.01-2014.02 and the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (NRF-2011-0025129). Publisher Copyright: © 2017, The Japanese Society of Pharmacognosy and Springer Japan KK.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - Abstract: Phytochemical investigation of the methanol extract of Vitex limonifolia leaves led to the isolation of three new labdane-type diterpenoids, vitexlimolides A–C (1–3) and eight known compounds, 5,4′-dihydroxy-3,7-dimethoxyflavone (4), vitecetin (5), 5,4′-dihydroxy-7,3′-dimethoxyflavone (6), verrucosin (7), 2α, 3α-dihydroxy-urs-12-en-28-oic acid (8), euscaphlic acid (9), 18,19-seco, 2α, 3α-dihydroxy-19-oxo-urs-11,13(18)-dien-28-oic acid (10), and maslinic acid (11). Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for antiviral activities against CVB3, HRV1B, and EV71 viruses. As a result, compounds 4 and 6 showed potent antiviral activity against CVB3 infection with IC50 values of 0.12 ± 0.06 and 1.86 ± 0.18 (µM), respectively. Graphical abstract: [Figure not available: see fulltext.].

AB - Abstract: Phytochemical investigation of the methanol extract of Vitex limonifolia leaves led to the isolation of three new labdane-type diterpenoids, vitexlimolides A–C (1–3) and eight known compounds, 5,4′-dihydroxy-3,7-dimethoxyflavone (4), vitecetin (5), 5,4′-dihydroxy-7,3′-dimethoxyflavone (6), verrucosin (7), 2α, 3α-dihydroxy-urs-12-en-28-oic acid (8), euscaphlic acid (9), 18,19-seco, 2α, 3α-dihydroxy-19-oxo-urs-11,13(18)-dien-28-oic acid (10), and maslinic acid (11). Their chemical structures were elucidated by physical and chemical methods. All compounds were evaluated for antiviral activities against CVB3, HRV1B, and EV71 viruses. As a result, compounds 4 and 6 showed potent antiviral activity against CVB3 infection with IC50 values of 0.12 ± 0.06 and 1.86 ± 0.18 (µM), respectively. Graphical abstract: [Figure not available: see fulltext.].

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DO - 10.1007/s11418-017-1125-2

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JO - Natural Medicines

JF - Natural Medicines

SN - 1340-3443

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ER -

Labdane-type diterpenoids from Vitex limonifolia and their antivirus activities

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