Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum

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

doi:10.1016/j.bmcl.2018.01.004

Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum

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

Department of Biosystems and Biotechnology

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

7 Citations (Scopus)

Abstract

Bioassay-guided fractionation of the methanolic extract from the roots of Cynanchum atratum has resulted in the isolation of three new pregnane glycosides (1–3) along with four known compounds (4–7). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds 4–7 dose-dependently inhibited the melanin production with the IC ₅₀ values ranging from 4 μM to 33 μM.

Original language	English
Pages (from-to)	1252-1256
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	28
Issue number	7
DOIs	https://doi.org/10.1016/j.bmcl.2018.01.004
Publication status	Published - 2018 Apr 15

Bibliographical note

Funding Information:
This research was supported by a Medical Research Center Program ( MRC , 2017R1A5A2015541 ) through the National Research Foundation of Korea. The authors acknowledge the Korea Basic Science Institute for the NMR measurements.

Publisher Copyright:
© 2018 Elsevier Ltd

Keywords

Asclepiadaceae
Cynanchum atratum
Melanogenesis inhibitor
Pregnane glycosides
α-MSH

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.2018.01.004

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title = "Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum",

abstract = " Bioassay-guided fractionation of the methanolic extract from the roots of Cynanchum atratum has resulted in the isolation of three new pregnane glycosides (1–3) along with four known compounds (4–7). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds 4–7 dose-dependently inhibited the melanin production with the IC 50 values ranging from 4 μM to 33 μM.",

keywords = "Asclepiadaceae, Cynanchum atratum, Melanogenesis inhibitor, Pregnane glycosides, α-MSH",

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

note = "Funding Information: This research was supported by a Medical Research Center Program ( MRC , 2017R1A5A2015541 ) through the National Research Foundation of Korea. The authors acknowledge the Korea Basic Science Institute for the NMR measurements. Publisher Copyright: {\textcopyright} 2018 Elsevier Ltd",

year = "2018",

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doi = "10.1016/j.bmcl.2018.01.004",

language = "English",

volume = "28",

pages = "1252--1256",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum

AU - Jin, Qinghao

AU - Han, Xiang Hua

AU - Yun, Cheong Yong

AU - Lee, Chul

AU - Lee, Jin Woo

AU - Lee, Dongho

AU - Lee, Mi Kyeong

AU - Jung, Sang Hun

AU - Hong, Jin Tae

AU - Kim, Youngsoo

AU - Hwang, Bang Yeon

N1 - Funding Information: This research was supported by a Medical Research Center Program ( MRC , 2017R1A5A2015541 ) through the National Research Foundation of Korea. The authors acknowledge the Korea Basic Science Institute for the NMR measurements. Publisher Copyright: © 2018 Elsevier Ltd

PY - 2018/4/15

Y1 - 2018/4/15

N2 - Bioassay-guided fractionation of the methanolic extract from the roots of Cynanchum atratum has resulted in the isolation of three new pregnane glycosides (1–3) along with four known compounds (4–7). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds 4–7 dose-dependently inhibited the melanin production with the IC 50 values ranging from 4 μM to 33 μM.

AB - Bioassay-guided fractionation of the methanolic extract from the roots of Cynanchum atratum has resulted in the isolation of three new pregnane glycosides (1–3) along with four known compounds (4–7). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds 4–7 dose-dependently inhibited the melanin production with the IC 50 values ranging from 4 μM to 33 μM.

KW - Asclepiadaceae

KW - Cynanchum atratum

KW - Melanogenesis inhibitor

KW - Pregnane glycosides

KW - α-MSH

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U2 - 10.1016/j.bmcl.2018.01.004

DO - 10.1016/j.bmcl.2018.01.004

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AN - SCOPUS:85042911641

SN - 0960-894X

VL - 28

SP - 1252

EP - 1256

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 7

ER -

Melanogenesis inhibitory pregnane glycosides from Cynanchum atratum

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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