Integracides H-J: New tetracyclic triterpenoids from the endophytic fungus Fusarium sp

Sabrin R M Ibrahim; Hossam M Abdallah; Gamal A Mohamed; Samir A Ross

doi:10.1016/j.fitote.2016.06.002

Integracides H-J: New tetracyclic triterpenoids from the endophytic fungus Fusarium sp

Fitoterapia. 2016 Jul:112:161-7. doi: 10.1016/j.fitote.2016.06.002. Epub 2016 Jun 7.

Authors

Sabrin R M Ibrahim¹, Hossam M Abdallah², Gamal A Mohamed³, Samir A Ross⁴

Affiliations

¹ Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy, Taibah University, Al Madinah, Al Munawwarah 30078, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Assiut University, Assiut 71526, Egypt. Electronic address: sabrinshaur@gmail.com.
² Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Cairo University, Cairo 11562, Egypt.
³ Department of Natural Products and Alternative Medicine, Faculty of Pharmacy, King Abdulaziz University, Jeddah 21589, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, Al-Azhar University, Assiut Branch, Assiut 71524, Egypt.
⁴ National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy, The University of Mississippi, MS 38677, USA.

PMID: 27282207
DOI: 10.1016/j.fitote.2016.06.002

Abstract

Three new tetracyclic triterpenoids namely, integracides H (1), I (4), and J (5), along with integracides B (3) and F (2) have been isolated from the endophytic fungus Fusarium sp. isolated from the roots of Mentha longifolia L. (Labiatae) growing in Saudi Arabia. The structure elucidation of the isolated compounds was achieved by spectroscopic analysis including UV, IR, 1D ((1)H and (13)C) and 2D ((1)H(1)H COSY, TOCSY, HSQC, HMBC, and NOESY) NMR as well as HRESIMS and comparison with literature data. Integracides H (1) and J (5) showed significant anti-leishmanial activity towards Leishmania donovani with IC50 values of 4.75 and 3.29μM, respectively compared to pentamidine (IC50 6.35μM). Moreover, they displayed potent cytotoxic activity towards BT-549, SKOV-3, and KB cell lines with IC50 values of 1.82, 1.32, and 0.18μM and 2.46, 3.01, and 2.54μM, respectively.

Keywords: Anti-leishmanial; Cytotoxic; Fusarium sp.; Integracides; Triterpenoids.

MeSH terms

Antineoplastic Agents, Phytogenic / chemistry
Antineoplastic Agents, Phytogenic / isolation & purification
Antiprotozoal Agents / chemistry
Antiprotozoal Agents / isolation & purification
Cell Line, Tumor
Fusarium / chemistry*
Humans
Leishmania donovani / drug effects*
Mentha / microbiology
Molecular Structure
Plant Roots / chemistry*
Triterpenes / chemistry*
Triterpenes / isolation & purification

Substances

Antineoplastic Agents, Phytogenic
Antiprotozoal Agents
Triterpenes
integracide B
integracide H
integracide I
integracide J