Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

doi:10.1007/s13659-020-00249-x

Natural Products and Bioprospecting ›› 2020, Vol. 10 ›› Issue (4): 221-225.DOI: 10.1007/s13659-020-00249-x

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Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

Elier Galarraga¹, Andersson Mavares¹, Neudo Urdaneta¹, Rafael E. Rodríguez-Lugo^1,2, Juan Manuel Amaro-Luis³

1 Departamento de Química. Edificio de Química Y Procesos, Universidad Simón Bolívar(USB), Apartado 89000. Caracas-1080A, Venezuela, USA;
2 Laboratorio de Química Bioinorgánica, Centro de Química, Instituto Venezolano de Investigaciones Científicas(IVIC), Venezuela, Caracas 1020-A, USA

Received:2020-04-03 Revised:2020-06-01 Online:2020-08-19 Published:2020-08-24
Contact: Elier Galarraga
Supported by:
The authors would like to thank USB-DID (project S1-IC-CB-004-15) for financial support. Also thanks are expressed to Ing. For. Juan A. Carmona Arzola (ULA) for plant identification.

Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

Elier Galarraga¹, Andersson Mavares¹, Neudo Urdaneta¹, Rafael E. Rodríguez-Lugo^1,2, Juan Manuel Amaro-Luis³

1 Departamento de Química. Edificio de Química Y Procesos, Universidad Simón Bolívar(USB), Apartado 89000. Caracas-1080A, Venezuela, USA;
2 Laboratorio de Química Bioinorgánica, Centro de Química, Instituto Venezolano de Investigaciones Científicas(IVIC), Venezuela, Caracas 1020-A, USA

通讯作者: Elier Galarraga
基金资助:
The authors would like to thank USB-DID (project S1-IC-CB-004-15) for financial support. Also thanks are expressed to Ing. For. Juan A. Carmona Arzola (ULA) for plant identification.

Abstract

Abstract: The methanol extract form the leaves of Phytolacca icosandra L., afforded the unprecedented artificial triterpenoid fatty acid ester 1 derived from the new natural triterpenoid phytolaccagenic acid 3-O-myristate (1a), along with the three known triterpenoids serjanic, acinosolic and phytolaccagenic acid (2-4). Their structures were stablished by HR-EI-MS, 1D and 2D NMR techniques. The possible mechanistic formation of 1 is proposed, and the in vitro toxicity of all compounds was assessed using the brine shrimp lethality assay (BSLA).

Key words: Phytolacca icosandra, triterpenoid, fatty acid ester, NMR, artificial products, BSLA

摘要： The methanol extract form the leaves of Phytolacca icosandra L., afforded the unprecedented artificial triterpenoid fatty acid ester 1 derived from the new natural triterpenoid phytolaccagenic acid 3-O-myristate (1a), along with the three known triterpenoids serjanic, acinosolic and phytolaccagenic acid (2-4). Their structures were stablished by HR-EI-MS, 1D and 2D NMR techniques. The possible mechanistic formation of 1 is proposed, and the in vitro toxicity of all compounds was assessed using the brine shrimp lethality assay (BSLA).

关键词: Phytolacca icosandra, triterpenoid, fatty acid ester, NMR, artificial products, BSLA

Elier Galarraga, Andersson Mavares, Neudo Urdaneta, Rafael E. Rodríguez-Lugo, Juan Manuel Amaro-Luis. Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L[J]. Natural Products and Bioprospecting, 2020, 10(4): 221-225.

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Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

Artificial Triterpenoid Fatty Acid Ester Isolated From the Leaves of Phytolacca icosandra L

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