Naturally-occurring cyclopeptides: Structures and bioactivity

Cyclic peptides are a special bioactive group of compounds with interesting pharmacological and biochemical properties. Different natural sources are mentioned in this paper, but interest is focused on those cyclopeptides isolated from higher plants and higher fungi. Cyclopeptides occur in higher pl...

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Autores principales: Pomilio, A.B., Battista, M.E., Vitale, A.A.
Formato: JOUR
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Acceso en línea:http://hdl.handle.net/20.500.12110/paper_13852728_v10_n16_p2075_Pomilio
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spelling todo:paper_13852728_v10_n16_p2075_Pomilio2023-10-03T16:12:10Z Naturally-occurring cyclopeptides: Structures and bioactivity Pomilio, A.B. Battista, M.E. Vitale, A.A. Amanita virosa Heterocyclopeptides m-Ansa Compounds Phencyclopeptines Proline-rich Cyclic peptides antamanide colistin cycloleonurinin cyclolinopeptide A cyclolinopeptide B cyclolinopeptide C cyclolinopeptide D cyclolinopeptide K cyclopeptide cyclosporin A cyclosporin B franganine lyciumin a lyciumin b mahafacyclin A mahafacyclin B mauritine c omphalotin A penicillin derivative plant extract polymyxin B pseudostellarin A pseudostellarin G sativanine A scutianine A scutianine B scutianine C scutianine D scutianine E unclassified drug unindexed drug ab initio calculation cyclization drug classification drug conformation drug determination drug hydrolysis drug mechanism drug structure electrospray mass spectrometry human hydrogen bond hydrophobicity ion cyclotron resonance mass spectrometry liver toxicity matrix assisted laser desorption ionization time of flight mass spectrometry molecular dynamics nonhuman nuclear magnetic resonance spectroscopy plant pathogen interaction protein determination protein structure proton nuclear magnetic resonance review treatment indication X ray crystallography Cyclic peptides are a special bioactive group of compounds with interesting pharmacological and biochemical properties. Different natural sources are mentioned in this paper, but interest is focused on those cyclopeptides isolated from higher plants and higher fungi. Cyclopeptides occur in higher plant species, which belong to the following families: Annonaceae, Araliaceae, Asteraceae, Caryophyllaceae, Euphorbiaceae, Fabaceae, Labiatac, Linaceae, Olacaceae, Rhamnaceae, Rubiaceae, Rutaceae, Schizandraceae, Solanaceae, and Violaceae. Basidiomycetes is the group of higher fungi, which has shown to be rich in cyclopeptides, e.g., Amanita, Conocybe, Lepiota, Galerina, and Omphalotus species. Usually these compounds are associated to a toxic response in mammals, as well as to cytotoxic, insecticidal, antimalarial, estrogenic, sedative, nematicidal, antimicrobial, immunosuppressive, and enzyme-inhibitory activities. Structures are elucidated by chemical methods and spectroscopic techniques. Configurational and conformational analyses of some bioactive cyclopeptides are discussed. Conformational studies of the natural cyclopeptides and their derivatives are related to the stereochemical requirements for these bioactive compounds. © 2006 Bentham Science Publishers Ltd. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_13852728_v10_n16_p2075_Pomilio
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic Amanita virosa
Heterocyclopeptides
m-Ansa Compounds
Phencyclopeptines
Proline-rich Cyclic peptides
antamanide
colistin
cycloleonurinin
cyclolinopeptide A
cyclolinopeptide B
cyclolinopeptide C
cyclolinopeptide D
cyclolinopeptide K
cyclopeptide
cyclosporin A
cyclosporin B
franganine
lyciumin a
lyciumin b
mahafacyclin A
mahafacyclin B
mauritine c
omphalotin A
penicillin derivative
plant extract
polymyxin B
pseudostellarin A
pseudostellarin G
sativanine A
scutianine A
scutianine B
scutianine C
scutianine D
scutianine E
unclassified drug
unindexed drug
ab initio calculation
cyclization
drug classification
drug conformation
drug determination
drug hydrolysis
drug mechanism
drug structure
electrospray mass spectrometry
human
hydrogen bond
hydrophobicity
ion cyclotron resonance mass spectrometry
liver toxicity
matrix assisted laser desorption ionization time of flight mass spectrometry
molecular dynamics
nonhuman
nuclear magnetic resonance spectroscopy
plant pathogen interaction
protein determination
protein structure
proton nuclear magnetic resonance
review
treatment indication
X ray crystallography
spellingShingle Amanita virosa
Heterocyclopeptides
m-Ansa Compounds
Phencyclopeptines
Proline-rich Cyclic peptides
antamanide
colistin
cycloleonurinin
cyclolinopeptide A
cyclolinopeptide B
cyclolinopeptide C
cyclolinopeptide D
cyclolinopeptide K
cyclopeptide
cyclosporin A
cyclosporin B
franganine
lyciumin a
lyciumin b
mahafacyclin A
mahafacyclin B
mauritine c
omphalotin A
penicillin derivative
plant extract
polymyxin B
pseudostellarin A
pseudostellarin G
sativanine A
scutianine A
scutianine B
scutianine C
scutianine D
scutianine E
unclassified drug
unindexed drug
ab initio calculation
cyclization
drug classification
drug conformation
drug determination
drug hydrolysis
drug mechanism
drug structure
electrospray mass spectrometry
human
hydrogen bond
hydrophobicity
ion cyclotron resonance mass spectrometry
liver toxicity
matrix assisted laser desorption ionization time of flight mass spectrometry
molecular dynamics
nonhuman
nuclear magnetic resonance spectroscopy
plant pathogen interaction
protein determination
protein structure
proton nuclear magnetic resonance
review
treatment indication
X ray crystallography
Pomilio, A.B.
Battista, M.E.
Vitale, A.A.
Naturally-occurring cyclopeptides: Structures and bioactivity
topic_facet Amanita virosa
Heterocyclopeptides
m-Ansa Compounds
Phencyclopeptines
Proline-rich Cyclic peptides
antamanide
colistin
cycloleonurinin
cyclolinopeptide A
cyclolinopeptide B
cyclolinopeptide C
cyclolinopeptide D
cyclolinopeptide K
cyclopeptide
cyclosporin A
cyclosporin B
franganine
lyciumin a
lyciumin b
mahafacyclin A
mahafacyclin B
mauritine c
omphalotin A
penicillin derivative
plant extract
polymyxin B
pseudostellarin A
pseudostellarin G
sativanine A
scutianine A
scutianine B
scutianine C
scutianine D
scutianine E
unclassified drug
unindexed drug
ab initio calculation
cyclization
drug classification
drug conformation
drug determination
drug hydrolysis
drug mechanism
drug structure
electrospray mass spectrometry
human
hydrogen bond
hydrophobicity
ion cyclotron resonance mass spectrometry
liver toxicity
matrix assisted laser desorption ionization time of flight mass spectrometry
molecular dynamics
nonhuman
nuclear magnetic resonance spectroscopy
plant pathogen interaction
protein determination
protein structure
proton nuclear magnetic resonance
review
treatment indication
X ray crystallography
description Cyclic peptides are a special bioactive group of compounds with interesting pharmacological and biochemical properties. Different natural sources are mentioned in this paper, but interest is focused on those cyclopeptides isolated from higher plants and higher fungi. Cyclopeptides occur in higher plant species, which belong to the following families: Annonaceae, Araliaceae, Asteraceae, Caryophyllaceae, Euphorbiaceae, Fabaceae, Labiatac, Linaceae, Olacaceae, Rhamnaceae, Rubiaceae, Rutaceae, Schizandraceae, Solanaceae, and Violaceae. Basidiomycetes is the group of higher fungi, which has shown to be rich in cyclopeptides, e.g., Amanita, Conocybe, Lepiota, Galerina, and Omphalotus species. Usually these compounds are associated to a toxic response in mammals, as well as to cytotoxic, insecticidal, antimalarial, estrogenic, sedative, nematicidal, antimicrobial, immunosuppressive, and enzyme-inhibitory activities. Structures are elucidated by chemical methods and spectroscopic techniques. Configurational and conformational analyses of some bioactive cyclopeptides are discussed. Conformational studies of the natural cyclopeptides and their derivatives are related to the stereochemical requirements for these bioactive compounds. © 2006 Bentham Science Publishers Ltd.
format JOUR
author Pomilio, A.B.
Battista, M.E.
Vitale, A.A.
author_facet Pomilio, A.B.
Battista, M.E.
Vitale, A.A.
author_sort Pomilio, A.B.
title Naturally-occurring cyclopeptides: Structures and bioactivity
title_short Naturally-occurring cyclopeptides: Structures and bioactivity
title_full Naturally-occurring cyclopeptides: Structures and bioactivity
title_fullStr Naturally-occurring cyclopeptides: Structures and bioactivity
title_full_unstemmed Naturally-occurring cyclopeptides: Structures and bioactivity
title_sort naturally-occurring cyclopeptides: structures and bioactivity
url http://hdl.handle.net/20.500.12110/paper_13852728_v10_n16_p2075_Pomilio
work_keys_str_mv AT pomilioab naturallyoccurringcyclopeptidesstructuresandbioactivity
AT battistame naturallyoccurringcyclopeptidesstructuresandbioactivity
AT vitaleaa naturallyoccurringcyclopeptidesstructuresandbioactivity
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