A new curvularin glycoside and its cytotoxic and antibacterial analogues from marine actinomycete Pseudonocardia sp. HS7

Five curvularin macrolides (1–5) were isolated from the cultured broth of marine actinomycete Pseudonocardia sp. HS7 that was obtained from the cloacal aperture of sea cucumber Holothuria moebii. The structures of these isolates were characterized as (11S,15R)-11-hydroxycurvularin (1), (11R,15R)-11-hydroxycurvularin (2), curvularin-7-O-α-D-glucopyranoside (3), trans-dehydrocurvularin (4) and curvularin (5) based on their NMR and HRESIMS data as well as chemical degradation. Compound 3 is a new macrolide with a rare α-D-glucopyranose substituent. Compounds 1–4, 5a and 5c (the acyl products of 5), suppressed the proliferation of all six tested cancer cell lines and 4 is the most active compound with IC₅₀ values ranging from 0.59 to 3.39 μM. The 11-hydroxycurvularins 1 and 2 also showed antibacterial activity inhibiting the growth of Escherichia coli.     

Three New Sesquiterpenoids from Agrocybe sp.

Two new marasmone derivatives, 1α,2β-dihydroxymarasmone(1) and 2β,3α-dihydroxymarasmone(2), and one new norsesquiterpenoid, 14-hydroxyoreadone(3), were obtained from the fermentation broth of Agrocybe sp., together with three known sesquiterpenes, agrocybolacton(4), marasmene(5) and 14-hydroxymarasmene(6). Their structures were elucidated by spectroscopic analyses, including 1D- and 2D-NMR experiments, high resolution electron spray ionization quadrupole time of flight(HR-ESI-Q-TOF) mass spectrometry, chemical correlation, X-ray single crystal diffraction and also compared with reported data.     

A New Perylenequinone from Hypomyces sp.

Some metabolites of fungi and plants containing perylenequinones have been used as folk medicine for the treatment of many diseases1,2. A filamentous fungus, Ascomy-cetes Hypocreaceae Hypomyces (Fr.) Tul. sp., was found from the northwestern mountains of Yunnan Province, and cultured successfully in the laboratory. A new perylenequinone, named hypomycin A (1), was isolated from its mycelia. In this paper the structure elucidation of 1 was described. Figure 1 The structure of compound 1 Fig…     

Seimatoric acid and colletonoic acid:Two new compounds from the endophytic fungi,Seimatosporium sp.and Colletotrichum sp.

A new metabolite,named seimatoric acid(1),representing a new oxobutanoic acid derivative has been isolated from Seimatosporium sp., in addition to four known compounds viz.,2-hydroxymethyl-4β,5α,6β-trihydroxycyclohex-2-enone(2),(-)-phyllostine(3),(+)-epiepoxydon(4) and(+)-epoxydon monoacetate(5).Similarly one new benzoic acid derivative,named colletonoic acid(6) was isolated from the ethyl acetate fraction of Colletotrichum sp.The structures of the new compounds were elucidated by detailed ~1 H NMR,~(13)C NMR,COSY,HMQC.HMBC spectroscopic analysis,and HR-E1-MS.Seimatoric acid(1)was also isolated from another taxonomical unidentified fungal strain 4295 in ourgroup.The structures of the known compounds were elucidated by their spectral data comparison to literature data.Preliminary studies showed that colletonoic acid(6) showed good antibacterial,antifungal,and antialgal activities.     

New cytotoxic constituents from the Red Sea soft coral Nephthea sp.

Nephthea are soft coral species rich in sesquiterpenoids and steroids. An organic extract of Nephthea sp. resulted in the isolation of a new steroid (1), as well as several previously reported metabolites (2–9). Structures were elucidated by employing NMR and HR-EI-MS analyses. The total extract, fractions and purified compounds exhibited differential cytotoxicity against the breast cancer MCF-7 cell line.     

Penicillilactone A,a novel antibacterial 7-membered lactone derivative from the sponge-associated fungus Penicillium sp. LS54

One novel 7-membered lactone derivative, penicillilactone A (1), together with two known compounds, rugulosin A (2) and rugulosin (3) were isolated from the sponge-derived fungus Penicillium sp. LS54. Their structures were elucidated on the basis of spectroscopic analysis and comparison with literature data. Remarkably, penicillilactone A (1) is the first natural product containing a 7-membered lactone ring fused with a furan core. Penicillilactone A (1) exhibited moderate antibacterial activity against aquatic pathogen Vibrio harveyi with an MIC value of 8 μg/mL.     

A new thiodiketopiperzaine from the marine sponge Tedania sp.

Abstract

A new thiodiketopiperzaine, tedanizaine A (1), together with six known ones, were isolated from the marine sponge Tedania sp. Their structures were determined by spectroscopic analyses. The absolute configuration of 1 was established by ECD calculation. Compound 1 was the second example of thiodiketopiperazine bearing a thiazolidine unit. Cytotoxic activities of 1 were also evaluated.     

A new polyoxygenated farnesylcyclohexenone from Fungus Penicillium sp.

A new polyoxygenated farnesylcyclohexenone, peniginsengin A (1), was isolated from the fermentation of Penicillium sp. YIM PH30003, an endophytic fungus associated with Panax notoginseng (Burk.) F. H. Chen. The structure was assigned based on a combination of 1 D and 2 D NMR and mass spectral data. The cytotoxicity and antimicrobial activities of compound 1 were investigated.     

A new natural nucleotide and other antibacterial metabolites from an endophytic Nocardia sp.

Nine compounds were isolated from Nocardia sp. YIM 64630, and their structures were elucidated as 5′-O-acetyl-2′-deoxyuridine (1), 22E,24R-5α,6α-epoxyergosta-8(14),22-diene-3β,7α-diol (2), 22E,24R-5α,6α-epoxyergosta-8,22-diene-3β,7α-diol (3), 22E,24R-ergosta-7,22-diene-3β,5α,6β-triol (4), 5α,8α-epidioxyergosta-6,22-dien-3β-ol (5), 4′,5,6-trihydroxy-7-methoxyisoflavone (6), 2,4,4′-trihydroxy-deoxybenzoin (7), methyl [4-hydroxyphenyl]acetate (8) and daidzein by extensive spectroscopic analyses. Compound 1 was isolated from natural resources for the first time. The antimicrobial and antioxidant activities of compounds 1–8 were investigated.     

Three New Sesquiterpenoids from Xylaria sp. NCY2

Three new sesquiterpenoids, xylarenones A ( 1 ) and B ( 2 ), and xylarenic acid ( 3 ), were obtained from the endophytic fungal strain Xylaria sp. NCY2, which was isolated from Torreya jackii Chun . Their structures were elucidated by spectroscopic analyses, including 1D‐ and 2D‐NMR experiments, and by HR‐Q‐TOF mass spectrometry. The antitumor and antibacterial properties of the new compounds were evaluated.     

Novel fluorescent isoquinoline pigments, panaefluorolines A-C from the cultured mycobiont of a lichen, Amygdalaria panaeola

Novel fluorescent substances, named panaefluorolines A-C (1-3), were isolated from the cultured mycobiont of a lichen, Amygdalaria panaeola. These structures were elucidated on the basis of spectroscopic data, especially 2D NMR.     

Bioactive α-pyrone meroterpenoids from mangrove endophytic fungus Penicillium sp.

Five α-pyrone meroterpenoids, including one new 3-epiarigsugacin E (1) and four known compounds, arisugacin D (2), arisugacin B (3), territrem C (4) and terreulactone C (5) were obtained from the marine fungus Penicillium sp. SK5GW1L. Their structures were identified by MS and NMR experiments, and the absolute configuration of compound 1 was further confirmed by low temperature (150 K) single crystal X-ray diffraction with Cu Kα radiation. Compounds 3, 4 and 5 showed strong inhibitory activities against acetylcholinesterase (AchE) with IC₅₀ values of 3.03, 0.23 and 0.028 μM, respectively.     

A New Pyrone Derivative from Fungus Cephalosporium sp. AL031

Cephalosporium sp. AL031 is a fungus isolated from Sinarundinaria nitida grown in the Ailao Mountain, Yunnan, China. It produces, in cultures, antibacterial and fungicidal secondary metabolites, according to the antimicrobial activity test1. In previous p…     

南海短足软珊瑚Cladiella sp.中两个新孕甾醇苷的分离

从短足软珊瑚Cladiella sp．中,分离得到3个甾类化合物：孕甾-5,20-二烯-3β-醇-3-O-α-L-吡喃岩藻糖苷(1)、孕甾-5,20-二烯-3β-醇-3-O-β-D-吡喃木糖苷(2)和(22E,24R)-麦角甾-7,22-二烯-3β,5α,6β-三醇(3),其中1和2为新化合物．孕甾醇苷具有抗早孕和抑制肿瘤细胞生长活性．     

A new sesquiterpene from the gorgonian coral Menella sp.

A new sesquiterpene named menecubebane B (1) and a known analogue (2) were isolated from the gorgonian coral Menella sp. Their structures were elucidated by the extensive analyses of spectroscopic data and by the comparison with related literature. Cytotoxic effect against both Eca9706 and HeLa cell lines was evaluated, revealing 1 exhibited moderate cytotoxicity against the two cell lines involved with IC₅₀ values being 20.8 and 30.6 μM, respectively.     

Diversified Chaetoglobosins from the Marine-Derived Fungus Emericellopsis sp. SCSIO41202

Two undescribed cytochalasins, emeriglobosins A (1) and B (2), together with nine previously reported analogues (3–11) and two known tetramic acid derivatives (12, 13) were isolated from the solid culture of Emericellopsis sp. SCSIO41202. Their structures, including the absolute configurations of their stereogenic carbons, were fully elucidated based on spectroscopic analysis and the calculated ECD. Some of the isolated compounds were evaluated for their cytotoxicity and enzyme inhibitory activity against acetylcholinesterase (AChE) in vitro. Among them, 8 showed potent AChE inhibitory activity, with an IC₅₀ value of 1.31 μM, and 5 showed significant cytotoxicity against PC-3 cells, with an IC₅₀ value of 2.32 μM.     

Isolation and Identification of Two New Polyhydroxylated Sterols from Soft Coral Sinularia sp.

Two new polyhydroxysteroids, 12β,16β,20-trihydroxycholesta-1,4-dien-3-one 16-acetate(1) and 24- methyl-12β,16β,20-trihydroxycholesta-1,4-dien-3-one(2) were isolated from octocoral Sinularia sp. Their structures were elucidated primarily on the basis of 1D and 2D NMR and the mass spectroscopic studies. The cytotoxicity of these compounds against three tumor cell lines was also reported.     

A New Isomalabaricane Triterpenoid from Sponge Jaspis sp.

From the marine sponge Jaspis sp., a new isomalabaricane triterpenoid 22, 23-dihydrostellettin D (1) was isolated, and its structure was established on the basis of IR, MS and extensive 2D NMR spectroscopic analysis. It is a unique skeleton compound rarely obtained from Chinese marine organisms.     

A mycophenolic acid derivative from the fungus Penicillium sp. SCSIO sof101

Abstract

Mycophenolic acid (MPA) is a group of metabolite derived from several species of Penicillium, which shows potent bioactivity. In this study, a new derivative of MPA compound named penicacid D (1), was isolated from the marine derived fungus Penicillium sp. SCSIO sof101, along with seven known compounds (2-8). Their structures were elucidated based on the HR-ESI-MS and NMR data. Moreover, the ¹H and ¹³C NMR data of compound 2 and the ¹³C NMR data of compound 3 are reported. Compounds 1, 4 and 6 exhibited weak activities against Escherichia coli (clinical isolation number 100385570) and Acinetobacter baumannii (clinical isolation number 100069).     

Cytotoxic triquinane-type sesquiterpenoids from the endophytic fungus Cerrena sp. A593

Abstract

The culture broth of Cerrena sp. A593, which was isolated from Pogostemon cablin, showed potent cytotoxicity against several human tumor cell lines. The following chemical study resulted in the isolation of two new triquinane-type sesquiterpenoids, named cerrenins D (1) and E (2), along with two known compounds plerocybellone A (3) and chloriolin B (4). Their structures were fully assigned with the aid of extensive spectroscopic analysis (¹H and ¹³C NMR, HSQC, HMBC, ¹H-¹H COSY, HRESIMS, and IR) and data from the literature. Moreover, cytotoxic activity in vitro of compounds 1–4 were evaluated against SF-268, MCF-7, NCI-H460, and HepG-2 tumor cell lines. The new compound 1 exhibited weak growth inhibitory activity against all the four tumor cell lines with IC₅₀ values of 41.01, 14.43, 29.67, 44.32?μM.