Identification and Cytotoxic Activities of Two New Trichothecenes and a New Cuparane-Type Sesquiterpenoid from the Cultures of the Mushroom Engleromyces goetzii

Abstract

Engleromyces goetzii is a traditional medicinal mushroom that is widely used to treat infection, inflammation and cancer in Tibet, Sichuan and Yunnan provinces of China. Two new trichothecenes, engleromycones A and B (1 and 2), one new cuparane-type sesquiterpenoid named infuscol F (11), eight known trichothecene analogs, sambucinol (3), 3-deoxysambucinol (4), trichothecolone (5), trichodermol (6), 8-deoxytrichothecin (7), trichothecin (8), trichothecinol B (9) and trichothecinol A (10), and one known cyclopentanoid sesquiterpene cyclonerodiol (12) were isolated from the cultures of E. goetzii. The new compounds were elucidated through spectroscopic analyses. The anticancer effects of trichothecenes 1-10 were examined in the HL-60, SMMC-7721, A549, MCF-7, and SW-480 human cancer cell lines using an MTT assay. Trichothecinol A (10) significantly inhibited the growth of MCF-7 cells, with an IC 50 value of 0.006 lM, which was comparable to the cytotoxic activity of the positive control, paclitaxel, indicating that trichothecinol A (10) represents a potential anticancer agent.

Synthesis of Trichodermin Derivatives and Their Antimicrobial and Cytotoxic Activities

“…A natural product called 8-deoxytrichothecin ( 17 ) was isolated from Trichothecium roseum [30] and Spicellum roseum [31,32] and induced the accumulation of glucosylceramide (GlcCer) and simultaneous reduction in the formation of lactosylceramide (LacCer) in complex gangliosides in primary cultured neurons [33]. It also significantly reduced the cell viabilities of HL-60, SMMC-7721, A549, MCF-7 and SW480 cell lines [34]. Compound 13 is an isomer of 17 with an E configuration in the double bond C2′–C3′.…”

Identification of signatory secondary metabolites during mycoparasitism of Rhizoctonia solani by Stachybotrys elegans

“…Finally, a small number of identified Stachybotrys metabolites were detected only in pure cultures (Supplementary Figure 7 ). Among these, spirodihydrobenzofuranlactam 4 (Deng et al, 2003 ) act as protein synthesis inhibitors and protein antagonists (Roggo et al, 1996 ); the spirocyclic drimane stachybotrylactone exhibit antiplasmodial activity (Wang et al, 2014 ); and the sesquiterpenoid trichothecolone exhibits cytotoxic activity (Wang et al, 2015 ). This finding plausibly indicates their decreased biosynthesis and thus, minor importance for mycoparasitism.…”

An in Vitro Estimation of Cytotoxicity of Fusarium Trichothecene on the Breast Cancer Cell Line

“…В настоящее время имеется немало зарубежных работ, посвященных изучению противоопухолевого действия соединений трихотеценового ряда [6,7]. В связи с этим проводилось определение цитотоксического эффекта трихотецена микромицета Fusarium sp.…”

“…Несмотря на то, что многие трихотеценовые соединения токсичны, они могут сочетать в себе несколько видов фармакологической активности, включая противомалярийную, противомикробную, противовирусную и противоопухолевую [4,5]. Трихотецены и полученные из них производные, такие как ниваленол, самбуцинол, трихотеллон, триходермол, трихотецин В и трихотецинол А, обладают цититоксической активностью в отношении широкого спектра различных типов клеточных линий [5][6][7]. Одним из таких наиболее часто встречающихся в природе метаболитов является диацетоксиксирпенол (DAS, ангидин), который проходил клинические испытания как противоопухолевое средство [8].…”