Ingenines A and B, Two New Alkaloids from the Indonesian Sponge Acanthostrongylophora ingens

S. R. M. Ibrahim; G. A. Mohamed; M. F. Zayed; H. M. Sayed

doi:10.1055/s-0034-1384577

Drug Research, Table of Contents

Drug Res (Stuttg) 2015; 65(07): 361-365
DOI: 10.1055/s-0034-1384577

Original Article

Ingenines A and B, Two New Alkaloids from the Indonesian Sponge Acanthostrongylophora ingens

S. R. M. Ibrahim

¹Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al-Madinah Al-Munawarah, Kingdom of Saudi Arabia

²Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, Egypt

,

G. A. Mohamed

³Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah, Kingdom of Saudi Arabia

⁴Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut, Egypt

,

M. F. Zayed

¹Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al-Madinah Al-Munawarah, Kingdom of Saudi Arabia

⁵Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

,

H. M. Sayed

²Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut, Egypt

› Author Affiliations

Abstract

As a continuation of the work on EtOAc fraction of the Indonesian sponge Acanthostrongylophora ingens, 2 new alkaloids: one pyrimidine-β-carboline alkaloid named ingenine A (2) and one pyrimidine-γ-carboline alkaloid named ingenine B (3), along with annomontine (1) were isolated. Their structures were unambiguously established on the basis of NMR spectroscopy (¹ H, ¹³C, ¹ H-¹ H COSY, HMQC, and HMBC) and mass spectral data. This is the first report of isolation pyrimidine-γ-carboline alkaloid from natural source. Compounds 1 and 3 showed pronounced cytotoxicity against the murine lymphoma L5178Y cancer cell line with ED₅₀ 7.8 and 9.1 μg/mL respectively, while compound 2 showed weak activity.

Key words

acanthostrongylophora ingens - pyrimidine-β-carboline - pyrimidine-γ-carboline - ingenine - cytotoxic activity

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References

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