Bioactive Anthraquinone Derivatives from the Mangrove-Derived Fungus Stemphylium sp. 33231

Abstract

Four new anthraquinone derivatives (1-4) and four new alterporriol-type anthranoid dimers (14-17), along with 17 analogues, were isolated from the solid rice fermentation of the fungus Stemphylium sp. 33231 obtained from the mangrove Bruguiera sexangula var. rhynchopetala collected from the South China Sea. Their structures were elucidated using comprehensive spectroscopic methods. The absolute configurations of 1, 3, and 4 were determined by single-crystal X-ray diffraction of their derivatives (1a, 3b, and 4a). The absolute configurations of the chiral 17-19 were determined by comparing their CD spectra with 21. The inhibitory activities of most of the compounds against seven terrestrial pathogenic bacteria and two cancer cell lines were evaluated.

Dihydroisocoumarins from the Mangrove-Derived Fungus Penicillium citrinum

“…These results have drawn the attention of both pharmaceutical and natural product chemists. In our search for new bioactive natural products from marine fungi in the South China Sea, we have found several bioactive compounds, including anthraquinone derivatives, cytochalasins, lumazine peptides, benzopyrans, stemphol sulfates, triterpenes, and α -pyrone derivatives [7,8,9,10,11,12,13]. Our previous investigation on the endophytic fungus Penicillium citrinum has resulted in the discovery of one new benzopyran derivative (2 R *,4 R *)-3,4-dihydro-5-methoxy-2-methyl-2H-1-benzopyran-4-ol [10].…”

Four New Chromone Derivatives from Colletotrichum gloeosporioides

“…Compound 2 was obtained as a brown oil, with the molecular formula of C 12 2), and one carbonyl carbon (δ(C) 180.2). The 1 H, 1 H COSY-correlations revealed two coupling systems, CH(5)À CH 2 (6)À CH (7)À CH 2 (8) and CH 2 (9)À CH 2 (10)À Me (11).…”

“…Compound 4 was obtained as a brown oil and had the molecular formula C 12 . Hydroxy (3406 cm À 1 ) and carbonyl (1710 cm À 1 ) groups were observed in IR spectrum.…”

“…[4 -7] Many bioactive secondary metabolites, such as aspergillomarasmims A and B, colletotric acid phytotoxins, gloeosporone, colletotricone A, cytochalasin D, and many other compounds, were produced by Colletotrichum species. [8 -10] Recently, in the research on new bioactive secondary metabolites from mangrove-derived fungi, [11][12][13] four new chromone derivatives with a known one were isolated from the culture broth of Colletotrichum gloeosporioides, which was isolated from the mangrove Ceriops tagal. It produced a series of new chromone compounds with similar structures but different biological activities, which were evaluated for their cytotoxic activity against A549 (human lung adenocarcinoma cell line) cell line.…”

Antimicrobial assay of endophytic fungi from Rumex madaio and chemical study of strain R1

“…Endophytes can dwell in almost all vascular plants (Zheng et al, 2016). Several evidences indicate that endophytic fungi are a species of abundant sources of natural products with diverse chemical structures and bioactivities, such as antimicrobial effect, anti-insect, antioxidant, anti-cancer, antineoplastic, cytotoxic, and so on (Akay et al, 2014;Zhou et al, 2014a;Zhou et al, 2014b;Li et al, 2015;Wang et al, 2016;Liu et al, 2017;Rani et al, 2017;Dhankhar et al, 2013). Moreover, endophytic microbes have the potential capability to produce the same and/or similar bioactive chemicals which are originally detected in their hosts, such as camptothecin, diosgenin, ginkgolide B, huperzine A, hypericin, podophyllotoxin, taxol, vinblastine, and vincristine (Zhang et al, 2014a).…”