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 journalArticle

16 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 languageEnglish
Pages (from-to)3334-3337
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Volume23
Issue number11
DOIs
Publication statusPublished - 2013 Jun 1

Fingerprint

Daphne
Diterpenes
Melanocyte-Stimulating Hormones
Experimental Melanomas
Methanol
Esters
Nuclear magnetic resonance
mezerein

Keywords

  • Daphnane-type diterpene
  • Daphne genkwa
  • Melanogenesis inhibitor
  • Thymelaeaceae

ASJC Scopus subject areas

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

Cite this

Bang, K. K., Yun, C. Y., Lee, C., Jin, Q., Lee, J. W., Jung, S. H., ... Hwang, B. Y. (2013). Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa. Bioorganic and Medicinal Chemistry Letters, 23(11), 3334-3337. https://doi.org/10.1016/j.bmcl.2013.03.096

Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa. / Bang, Kwon Ki; Yun, Cheong Yong; Lee, Chul; Jin, Qinghao; Lee, Jin Woo; Jung, Sang Hun; Lee, Dongho; Lee, Mi Kyeong; Hong, Jin Tae; Kim, Youngsoo; Hwang, Bang Yeon.

In: Bioorganic and Medicinal Chemistry Letters, Vol. 23, No. 11, 01.06.2013, p. 3334-3337.

Research output: Contribution to journalArticle

Bang, KK, Yun, CY, Lee, C, Jin, Q, Lee, JW, Jung, SH, Lee, D, Lee, MK, Hong, JT, Kim, Y & Hwang, BY 2013, 'Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa', Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 11, pp. 3334-3337. https://doi.org/10.1016/j.bmcl.2013.03.096
Bang, Kwon Ki ; Yun, Cheong Yong ; Lee, Chul ; Jin, Qinghao ; Lee, Jin Woo ; Jung, Sang Hun ; Lee, Dongho ; Lee, Mi Kyeong ; Hong, Jin Tae ; Kim, Youngsoo ; Hwang, Bang Yeon. / Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa. In: Bioorganic and Medicinal Chemistry Letters. 2013 ; Vol. 23, No. 11. pp. 3334-3337.
@article{6b179a7e9525455fb3886141ad81e07b,
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}",
year = "2013",
month = "6",
day = "1",
doi = "10.1016/j.bmcl.2013.03.096",
language = "English",
volume = "23",
pages = "3334--3337",
journal = "Bioorganic and Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Elsevier Limited",
number = "11",

}

TY - JOUR

T1 - Melanogenesis inhibitory daphnane diterpenoids from the flower buds of Daphne genkwa

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

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

UR - http://www.scopus.com/inward/record.url?scp=84877584193&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84877584193&partnerID=8YFLogxK

U2 - 10.1016/j.bmcl.2013.03.096

DO - 10.1016/j.bmcl.2013.03.096

M3 - Article

C2 - 23623417

AN - SCOPUS:84877584193

VL - 23

SP - 3334

EP - 3337

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

SN - 0960-894X

IS - 11

ER -