Isolation and structure elucidation of cyclopeptide alkaloids from the leaves of Heisteria parvifolia

Michel Boni Bitchi; Abdulmagid Alabdul Magid; Faustin Aka Kabran; Philomène Akoua Yao-Kouassi; Dominique Harakat; Hamid Morjani; Félix Zanahi Tonzibo; Laurence Voutquenne-Nazabadioko

doi:10.1016/j.phytochem.2019.112081

Isolation and structure elucidation of cyclopeptide alkaloids from the leaves of Heisteria parvifolia

Phytochemistry. 2019 Nov:167:112081. doi: 10.1016/j.phytochem.2019.112081. Epub 2019 Aug 9.

Authors

Michel Boni Bitchi¹, Abdulmagid Alabdul Magid², Faustin Aka Kabran³, Philomène Akoua Yao-Kouassi³, Dominique Harakat⁴, Hamid Morjani⁵, Félix Zanahi Tonzibo⁶, Laurence Voutquenne-Nazabadioko⁷

Affiliations

¹ Laboratoire de Chimie Organique Biologique, UFR Sciences des Structures de La Matière et Technologie, Université Félix Houphouët-Boigny, 22 BP 582 Abidjan 22, Cote d'Ivoire; ICMR-UMR CNRS 7312, Equipe Chimie des Substances Naturelles, Campus Sciences, Bât. 18, BP 1039, 51687, Reims, France.
² ICMR-UMR CNRS 7312, Equipe Chimie des Substances Naturelles, Campus Sciences, Bât. 18, BP 1039, 51687, Reims, France. Electronic address: abdulmagid.alabdul-magid@univ-reims.fr.
³ Laboratoire de Chimie Organique Biologique, UFR Sciences des Structures de La Matière et Technologie, Université Félix Houphouët-Boigny, 22 BP 582 Abidjan 22, Cote d'Ivoire.
⁴ Service Commun D'Analyses, Institut de Chimie Moléculaire de Reims (ICMR), CNRS UMR 7312, Bat. 18 B.P. 1039, 51687, Reims Cedex 2, France.
⁵ BioSpecT EA7506, URCA, Faculté de Pharmacie, SFR CAP Santé, 1, Rue Du Maréchal-Juin, 51096, Reims, France.
⁶ Laboratoire de Chimie Organique Biologique, UFR Sciences des Structures de La Matière et Technologie, Université Félix Houphouët-Boigny, 22 BP 582 Abidjan 22, Cote d'Ivoire. Electronic address: tonzibz@yahoo.fr.
⁷ ICMR-UMR CNRS 7312, Equipe Chimie des Substances Naturelles, Campus Sciences, Bât. 18, BP 1039, 51687, Reims, France.

PMID: 31404786
DOI: 10.1016/j.phytochem.2019.112081

Abstract

Heisteria parvifolia Sm. is prescribed in traditional medecine against numerous diseases in Côte d'Ivoire. Due to the shortcoming in scientifical knowledge of use of this species, our investigations revealed five undescribed cyclopeptide alkaloids added to one known derivative namely anorldianine. These compounds were elucidated by 1D and 2D-NMR experiments and comparison with literature data, and confirmed by HR-ESI-MS. Cytotoxic activity evaluation of these compounds against the chronic myeloid leukemia (K565) cell line exhibited an antiproliferative activity with cell growth inhibition from 13% to 46%.

Keywords: Chronic myeloid leukemia (K565) cell line; Cyclopeptide alkaloids; Cytotoxic activity; Heisteria parvifolia; Olacaceae.

MeSH terms

Alkaloids / chemistry*
Alkaloids / isolation & purification*
Alkaloids / pharmacology
Antineoplastic Agents / chemistry*
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology
Humans
K562 Cells
Models, Molecular
Molecular Conformation
Olacaceae / chemistry*
Peptides, Cyclic / chemistry*
Plant Leaves / chemistry*

Substances

Alkaloids
Antineoplastic Agents
Peptides, Cyclic