New cytotoxic cyclic peptides and dianthramide from Dianthus superbus

Pei Wen Hsieh; Fang Rong Chang; Ching Chung Wu; Kuen Yuh Wu; Chien Ming Li; Su Li Chen; Yang Chang Wu

doi:10.1021/np040036v

New cytotoxic cyclic peptides and dianthramide from Dianthus superbus

Pei Wen Hsieh
, Fang Rong Chang
, Ching Chung Wu
, Kuen Yuh Wu
, Chien Ming Li
, Su Li Chen
, Yang Chang Wu^*

^*Corresponding author for this work

Kaohsiung Medical University
National Health Research Institutes Taiwan

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

64 Scopus citations

Abstract

Four new cyclic peptides, dianthins C-F (1-4), and a new dianthramide, 4-methoxydianthramide B (5), were isolated from the MeOH extract of the traditional Chinese medicinal plant Dianthus superbus. The sequences of cyclic peptides 1-4 were elucidated as cyclo(Gly¹-Pro²-Phe ³-Tyr⁴-Val⁵-Ile⁶-), cyclo(Gly ¹-Ser²-Leu³-Pro⁴-Pro ⁵-Ile⁶-Phe¹-), cyclo(Gly¹-Pro ²-Ile³-Ser⁴-Phe⁵-Val⁶-), and cyclo(Gly¹-Pro²-Phe³-Val ⁴-Phe⁵-) on the basis of ESI tandem mass fragmentation analysis, chemical evidence, and extensive 2D NMR methods. The conformation of compound 1 was established as an α-helix by CD analysis. Furthermore, compounds 3 and 5 showed cytotoxicities toward the Hep G2 cancer cell line with IC₅₀ values of 2.37 and 4.08, respectively.

Original language	English
Pages (from-to)	1522-1527
Number of pages	6
Journal	Journal of Natural Products
Volume	67
Issue number	9
DOIs	https://doi.org/10.1021/np040036v
State	Published - 09 2004
Externally published	Yes

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10.1021/np040036v

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@article{a9c4f20cea4f4da5a294d58bb37e81ad,

title = "New cytotoxic cyclic peptides and dianthramide from Dianthus superbus",

abstract = "Four new cyclic peptides, dianthins C-F (1-4), and a new dianthramide, 4-methoxydianthramide B (5), were isolated from the MeOH extract of the traditional Chinese medicinal plant Dianthus superbus. The sequences of cyclic peptides 1-4 were elucidated as cyclo(Gly1-Pro2-Phe 3-Tyr4-Val5-Ile6-), cyclo(Gly 1-Ser2-Leu3-Pro4-Pro 5-Ile6-Phe1-), cyclo(Gly1-Pro 2-Ile3-Ser4-Phe5-Val6-), and cyclo(Gly1-Pro2-Phe3-Val 4-Phe5-) on the basis of ESI tandem mass fragmentation analysis, chemical evidence, and extensive 2D NMR methods. The conformation of compound 1 was established as an α-helix by CD analysis. Furthermore, compounds 3 and 5 showed cytotoxicities toward the Hep G2 cancer cell line with IC50 values of 2.37 and 4.08, respectively.",

author = "Hsieh, \{Pei Wen\} and Chang, \{Fang Rong\} and Wu, \{Ching Chung\} and Wu, \{Kuen Yuh\} and Li, \{Chien Ming\} and Chen, \{Su Li\} and Wu, \{Yang Chang\}",

year = "2004",

month = sep,

doi = "10.1021/np040036v",

language = "英语",

volume = "67",

pages = "1522--1527",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - New cytotoxic cyclic peptides and dianthramide from Dianthus superbus

AU - Hsieh, Pei Wen

AU - Chang, Fang Rong

AU - Wu, Ching Chung

AU - Wu, Kuen Yuh

AU - Li, Chien Ming

AU - Chen, Su Li

AU - Wu, Yang Chang

PY - 2004/9

Y1 - 2004/9

N2 - Four new cyclic peptides, dianthins C-F (1-4), and a new dianthramide, 4-methoxydianthramide B (5), were isolated from the MeOH extract of the traditional Chinese medicinal plant Dianthus superbus. The sequences of cyclic peptides 1-4 were elucidated as cyclo(Gly1-Pro2-Phe 3-Tyr4-Val5-Ile6-), cyclo(Gly 1-Ser2-Leu3-Pro4-Pro 5-Ile6-Phe1-), cyclo(Gly1-Pro 2-Ile3-Ser4-Phe5-Val6-), and cyclo(Gly1-Pro2-Phe3-Val 4-Phe5-) on the basis of ESI tandem mass fragmentation analysis, chemical evidence, and extensive 2D NMR methods. The conformation of compound 1 was established as an α-helix by CD analysis. Furthermore, compounds 3 and 5 showed cytotoxicities toward the Hep G2 cancer cell line with IC50 values of 2.37 and 4.08, respectively.

AB - Four new cyclic peptides, dianthins C-F (1-4), and a new dianthramide, 4-methoxydianthramide B (5), were isolated from the MeOH extract of the traditional Chinese medicinal plant Dianthus superbus. The sequences of cyclic peptides 1-4 were elucidated as cyclo(Gly1-Pro2-Phe 3-Tyr4-Val5-Ile6-), cyclo(Gly 1-Ser2-Leu3-Pro4-Pro 5-Ile6-Phe1-), cyclo(Gly1-Pro 2-Ile3-Ser4-Phe5-Val6-), and cyclo(Gly1-Pro2-Phe3-Val 4-Phe5-) on the basis of ESI tandem mass fragmentation analysis, chemical evidence, and extensive 2D NMR methods. The conformation of compound 1 was established as an α-helix by CD analysis. Furthermore, compounds 3 and 5 showed cytotoxicities toward the Hep G2 cancer cell line with IC50 values of 2.37 and 4.08, respectively.

UR - https://www.scopus.com/pages/publications/4644276576

U2 - 10.1021/np040036v

DO - 10.1021/np040036v

M3 - 文章

C2 - 15387653

AN - SCOPUS:4644276576

SN - 0163-3864

VL - 67

SP - 1522

EP - 1527

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 9

ER -

New cytotoxic cyclic peptides and dianthramide from Dianthus superbus

Abstract

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