Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa

Kwon Ki Bang; Cheong Yong Yun; Chul Lee; Qinghao Jin; Jin Woo Lee; Sang Hun Jung; Dongho Lee; Mi Kyeong Lee; Jin Tae Hong; Youngsoo Kim; Bang Yeon Hwang

doi:10.1016/j.bmcl.2013.03.096

Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa

Kwon Ki Bang, Cheong Yong Yun, Chul Lee, Qinghao Jin, Jin Woo Lee, Sang Hun Jung, Dongho Lee, Mi Kyeong Lee, Jin Tae Hong, Youngsoo Kim, Bang Yeon Hwang

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

31 Citations (Scopus)

Abstract

Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

Original language	English
Pages (from-to)	3334-3337
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	23
Issue number	11
DOIs	https://doi.org/10.1016/j.bmcl.2013.03.096
Publication status	Published - 2013 Jun 1

Bibliographical note

Funding Information:
This research was financially supported by Grant (R01-2007-000-20099-0) and Medical Research Center Program (2010-0029480) from the National Research Foundation of Korea and another Grant from the Korean Ministry of Education, Science and Technology (The Regional Core Research Program/Chungbuk BIT Research-Oriented University Consortium).

Keywords

Daphnane-type diterpene
Daphne genkwa
Melanogenesis inhibitor
Thymelaeaceae

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2013.03.096

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title = "Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa",

abstract = "Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.",

keywords = "Daphnane-type diterpene, Daphne genkwa, Melanogenesis inhibitor, Thymelaeaceae",

author = "Bang, {Kwon Ki} and Yun, {Cheong Yong} and Chul Lee and Qinghao Jin and Lee, {Jin Woo} and Jung, {Sang Hun} and Dongho Lee and Lee, {Mi Kyeong} and Hong, {Jin Tae} and Youngsoo Kim and Hwang, {Bang Yeon}",

note = "Funding Information: This research was financially supported by Grant (R01-2007-000-20099-0) and Medical Research Center Program (2010-0029480) from the National Research Foundation of Korea and another Grant from the Korean Ministry of Education, Science and Technology (The Regional Core Research Program/Chungbuk BIT Research-Oriented University Consortium).",

year = "2013",

month = jun,

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doi = "10.1016/j.bmcl.2013.03.096",

language = "English",

volume = "23",

pages = "3334--3337",

journal = "Bioorganic and Medicinal Chemistry Letters",

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AU - Bang, Kwon Ki

AU - Yun, Cheong Yong

AU - Lee, Chul

AU - Jin, Qinghao

AU - Lee, Jin Woo

AU - Jung, Sang Hun

AU - Lee, Dongho

AU - Lee, Mi Kyeong

AU - Hong, Jin Tae

AU - Kim, Youngsoo

AU - Hwang, Bang Yeon

N1 - Funding Information: This research was financially supported by Grant (R01-2007-000-20099-0) and Medical Research Center Program (2010-0029480) from the National Research Foundation of Korea and another Grant from the Korean Ministry of Education, Science and Technology (The Regional Core Research Program/Chungbuk BIT Research-Oriented University Consortium).

PY - 2013/6/1

Y1 - 2013/6/1

N2 - Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

AB - Two new daphnane-type diterpene esters, daphneresiniferins A (1) and B (2), along with seven known diterpenes, yuanhuacine (3), yuanhuadine (4), yuanhuahine (5), genkwadaphnin (6), genkwanine A (7), genkwanine F (8), and genkwanine H (9), were isolated from the methanol extract of the flower buds of Daphne genkwa. Their structures were elucidated on the basis of spectroscopic methods, especially 2D NMR spectra such as HMQC, HMBC, and NOESY. All the isolates were evaluated for their inhibitory effects of the melanogenesis against α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells.

KW - Daphnane-type diterpene

KW - Daphne genkwa

KW - Melanogenesis inhibitor

KW - Thymelaeaceae

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Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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