Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes

Attila Ványolós, Miklós Dékány, Bernadett Kovács, Balázs Krámos, Péter Bérdi, I. Zupkó, J. Hohmann, Zoltán Béni

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.

Original languageEnglish
Pages (from-to)2688-2691
Number of pages4
JournalOrganic Letters
Volume18
Issue number11
DOIs
Publication statusPublished - Jun 3 2016

Fingerprint

Cyclic Peptides
Molecular modeling
Agaricales
cultured cells
Inhibitory Concentration 50
cancer
Cells
Cell Line
Neoplasms

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Ványolós, A., Dékány, M., Kovács, B., Krámos, B., Bérdi, P., Zupkó, I., ... Béni, Z. (2016). Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes. Organic Letters, 18(11), 2688-2691. https://doi.org/10.1021/acs.orglett.6b01158

Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes. / Ványolós, Attila; Dékány, Miklós; Kovács, Bernadett; Krámos, Balázs; Bérdi, Péter; Zupkó, I.; Hohmann, J.; Béni, Zoltán.

In: Organic Letters, Vol. 18, No. 11, 03.06.2016, p. 2688-2691.

Research output: Contribution to journalArticle

Ványolós, A, Dékány, M, Kovács, B, Krámos, B, Bérdi, P, Zupkó, I, Hohmann, J & Béni, Z 2016, 'Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes', Organic Letters, vol. 18, no. 11, pp. 2688-2691. https://doi.org/10.1021/acs.orglett.6b01158
Ványolós, Attila ; Dékány, Miklós ; Kovács, Bernadett ; Krámos, Balázs ; Bérdi, Péter ; Zupkó, I. ; Hohmann, J. ; Béni, Zoltán. / Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes. In: Organic Letters. 2016 ; Vol. 18, No. 11. pp. 2688-2691.
@article{27e8ef1fb5314304b65d7c6796c978c7,
title = "Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes",
abstract = "Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.",
author = "Attila V{\'a}nyol{\'o}s and Mikl{\'o}s D{\'e}k{\'a}ny and Bernadett Kov{\'a}cs and Bal{\'a}zs Kr{\'a}mos and P{\'e}ter B{\'e}rdi and I. Zupk{\'o} and J. Hohmann and Zolt{\'a}n B{\'e}ni",
year = "2016",
month = "6",
day = "3",
doi = "10.1021/acs.orglett.6b01158",
language = "English",
volume = "18",
pages = "2688--2691",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "11",

}

TY - JOUR

T1 - Gymnopeptides A and B, Cyclic Octadecapeptides from the Mushroom Gymnopus fusipes

AU - Ványolós, Attila

AU - Dékány, Miklós

AU - Kovács, Bernadett

AU - Krámos, Balázs

AU - Bérdi, Péter

AU - Zupkó, I.

AU - Hohmann, J.

AU - Béni, Zoltán

PY - 2016/6/3

Y1 - 2016/6/3

N2 - Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.

AB - Mycochemical study of the mushroom Gymnopus fusipes led to the discovery of two new cyclopeptides. The two compounds, named as gymnopeptides A and B, are unprecedented highly N-methylated cyclic octadecapeptides. Detailed spectroscopic studies, Marfey's analysis, and a preliminary molecular modeling study suggested that both are natural cyclic β hairpins. The isolated compounds exhibited striking antiproliferative activity on several human cancer cell lines, with nanomolar IC50 values.

UR - http://www.scopus.com/inward/record.url?scp=84973526725&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84973526725&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.6b01158

DO - 10.1021/acs.orglett.6b01158

M3 - Article

C2 - 27194202

AN - SCOPUS:84973526725

VL - 18

SP - 2688

EP - 2691

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 11

ER -