title: Terrenolide S, a new antileishmanial butenolide from the endophytic fungus Aspergillus terreus.
abstract: Terrenolide S, a new butenolide derivative (6), together with six known compounds: (22E,24R)-stigmasta-5,7,22-trien-3-β-ol (1), stigmast-4-ene-3-one (2), stigmasta-4,6,8(14),22-tetraen-3-one (3), terretonin A (4), terretonin (5) and butyrolactone VI (7) have been isolated from the endophytic fungus Aspergillus terreus isolated from the roots of Carthamus lanatus (Asteraceae). Their structures were established by extensive spectroscopic analyses (1D, 2D NMR and HRESIMS), as well as optical rotation measurement and comparison with literature data. Compound 1 displayed a potent activity towards methicillin-resistant Staphylococcus aureus (MRSA) and Cryptococcus neoformans with IC50 values of 2.29 and 10.68 µM, respectively. Moreover, 1, 2 and 6 exhibited antileishmanial activity towards Leishmania donovani with IC50 values of 11.24, 15.32 and 27.27 µM, respectively and IC90 values of 14.68, 40.56 and 167.03 µM, respectively.
authors: a Faculty of Pharmacy, Department of Pharmacognosy , Al-Azhar University, Assiut Branch , Assiut , Egypt.
authors: Ehab S
authors: ES
authors: Elkhayat
authors: b Department of Pharmacognosy and Pharmaceutical Chemistry, College of Pharmacy , Taibah University , Al Madinah Al Munawwarah , Saudi Arabia.|c Faculty of Pharmacy, Department of Pharmacognosy , Assiut University , Assiut , Egypt.
authors: Sabrin R M
authors: SR
authors: Ibrahim
authors: a Faculty of Pharmacy, Department of Pharmacognosy , Al-Azhar University, Assiut Branch , Assiut , Egypt.|d Faculty of Pharmacy, Department of Natural Products and Alternative Medicine , King Abdulaziz University , Jeddah , Saudi Arabia.
authors: Gamal A
authors: GA
authors: Mohamed
authors: e National Center for Natural Products Research, Department of Pharmacognosy, School of Pharmacy , The University of Mississippi , Mississippi , USA.
authors: Samir A
authors: SA
authors: Ross
mesh_terms: D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000302:isolation & purification; D000981:Antiprotozoal Agents / Q000737:chemistry / Q000302:isolation & purification*; D001230:Aspergillus / Q000737:chemistry*; D060026:Endophytes / Q000737:chemistry; D007893:Leishmania donovani / Q000187:drug effects; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D015394:Molecular Structure
chemical_list: D000981:Antiprotozoal Agents; C000611127:terrenolide S; C004511:butenolide; D015107:4-Butyrolactone
keywords: Aspergillus terreus; antileishmanial; antimalarial; antimicrobial; butenolide; cytotoxic activity; stigmasterol derivatives; terrenolide S