Bugula

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Xuhua Nong - One of the best experts on this subject based on the ideXlab platform.

  • brevianamides and mycophenolic acid derivatives from the deep sea derived fungus penicillium brevicompactum dffscs025
    Marine Drugs, 2017
    Co-Authors: Xiaoyong Zhang, Xuhua Nong, Jie Wang
    Abstract:

    Four new compounds (1-4), including two brevianamides and two mycochromenic acid derivatives along with six known compounds were isolated from the deep-sea-derived fungus Penicillium brevicompactum DFFSCS025. Their structures were elucidated by spectroscopic analysis. Moreover, the absolute configurations of 1 and 2 were determined by quantum chemical calculations of the electronic circular dichroism (ECD) spectra. Compound 9 showed moderate cytotoxicity against human colon cancer HCT116 cell line with IC50 value of 15.6 μM. In addition, 3 and 5 had significant antifouling activity against Bugula neritina larval settlement with EC50 values of 13.7 and 22.6 μM, respectively. The NMR data of 6, 8, and 9 were assigned for the first time.

  • new antifouling macrodiolides from the deep sea derived fungus trichobotrys effuse dffscs021
    Tetrahedron Letters, 2016
    Co-Authors: Yulin Sun, Xiaoyong Zhang, Xuhua Nong
    Abstract:

    A new symmetric 16-membered macrodiolide, trichobotryside A (1), and two new asymmetric 18-membered macrodiolides trichobotrysides B–C (2–3) were obtained from the deep-sea-derived fungus Trichobotrys effuse DFFSCS021. Their structures were elucidated by extensive spectroscopic analysis. The absolute configurations of 1 and 2 were established by the methanolysis and modified Mosher method. And the methanolysis of both 1 and 2 produced the new compound of 4R,7S,9S-trihydroxyl-2-en-1-methyl decanoate (4). It was rare to obtain an 18-membered macrodiolide from nature. Compound 1 showed strong antifouling activity against Bugula neritina and Balanus amphitrite larvae settlement.

  • alkaloids from xylariaceae sp a marine derived fungus
    Natural Product Communications, 2014
    Co-Authors: Xuhua Nong, Xiaoyong Zhang, Yunlin Sun
    Abstract:

    A new pyridine derivative, 5-(2'-hydroxypropyl)pyridin-3-ol (1), with seven known alkaloids, 3-hydroxy-5-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one (2), penicillenol A(1) (3), penicillenol A(2) (4), a mixture of quinolactacin A(1) (5a) and quinolactacin A(2) (5b), and a mixture of quinolactacin C-1 (6a) and quinolactacin C-2 (6b), were isolated from the culture broth of a marine-derived fungus Xylariaceae sp. SCSGAF0086. Their structures were elucidated by spectroscopic methods. Compound 2 showed weak antimicrobial activity against Bacillus subtilis, and a mixture of 6a and 6b exhibited strong antifouling activity toward Bugula neritina larval settlement.

  • polyketides from a marine derived fungus xylariaceae sp
    Marine Drugs, 2013
    Co-Authors: Xuhua Nong, Zhihui Zheng, Xiaoyong Zhang
    Abstract:

    Eighteen polyketides (1-18) including six citrinin derivatives, two phenol derivatives, one cyclopentenone, two naphthol derivatives, and seven tetralone derivatives were isolated from the culture broth of a marine-derived fungal strain Xylariaceae sp. SCSGAF0086. Five of these compounds (1, 2, 8, 9, and 10) were new, and their structures were determined by spectroscopic methods. Compounds 4, 6, 7, and 17 showed enzyme-inhibitory activities towards several tested enzymes, and 6 and 7 showed strong antifouling activity against Bugula neritina larvae settlement. This is the first time that the antifouling and enzyme-inhibitory activities of these compounds has been reported.

Houwen Lin - One of the best experts on this subject based on the ideXlab platform.

  • cytotoxic bryostatin derivatives from the south china sea bryozoan Bugula neritina
    Journal of Natural Products, 2015
    Co-Authors: Fan Yang, Jianhong Gan, Weihua Jiao, Houwen Lin
    Abstract:

    Four new macrocyclic lactones, bryostatin 21 (1) and 9-O-methylbryostatins 4, 16, and 17 (2–4), together with three known related compounds, bryostatins 4, 16, and 17 (5–7), have been isolated from...

  • Cytotoxic Bryostatin Derivatives from the South China Sea Bryozoan Bugula neritina
    2015
    Co-Authors: Fan Yang, Jianhong Gan, Weihua Jiao, Houwen Lin
    Abstract:

    Four new macrocyclic lactones, bryostatin 21 (1) and 9-O-methylbryostatins 4, 16, and 17 (2–4), together with three known related compounds, bryostatins 4, 16, and 17 (5–7), have been isolated from an extract of the South China Sea bryozoan Bugula neritina. The structures of all compounds were unambiguously elucidated using detailed spectroscopic analysis. Structurally, the presence of a single methyl group at C-18 in compound 1 has not been observed before for known bryostatins. The isolated macrolides exhibited inhibitory effects against a small panel of human cancer cell lines

  • new cytotoxic oxygenated sterols from marine bryozoan Bugula neritina
    Natural Product Research, 2011
    Co-Authors: Fan Yang, Haifeng Tang, Hongjun Zhang, Shujuan Piao, Wansheng Chen, Jiantao Chen, Houwen Lin
    Abstract:

    Two new oxygenated sterols, 3β,24(S)-dihydroxycholesta-5,25-dien-7-one (1) and 3β,25-dihydroxycholesta-5,23-dien-7-one (2), were isolated from the marine bryozoan Bugula neritina. Their chemical structures were established on the basis of spectroscopic analysis. Both compounds exhibited cytotoxicity to three human cancer cell lines (HepG2, HT-29 and NCI-H460), with IC50 values between 22.58 and 53.41 µg mL−1.

  • steroids from the marine bryozoan Bugula neritina
    Chemistry of Natural Compounds, 2010
    Co-Authors: Hua Tang, Houwen Lin, Ping Cheng, Zenglei Wang, Hongjun Zhang, Shujuan Piao, Wansheng Chen, Haifeng Tang
    Abstract:

    One new compound, 3β-hydroxy-25-methoxy-(23E)-cholesta-5,23-diene (1), together with five known steroids, cholesteryl myristate (2), cholest-4-en-3-one (3), cholesterol (4), 3β,5α,9α-trihydroxy-(22E,24R)-ergosta7,22-dien-6-one (5), and 3β,5α,6β-trihydroxy-(22E,24R)-ergosta-7,22-diene (6), were isolated and identified from the marine bryozoan Bugula neritina.

  • sterols from marine bryozoan Bugula neritina
    Biochemical Systematics and Ecology, 2010
    Co-Authors: Xiangrong Tian, Houwen Lin, Haifeng Tang, Wei Zhang
    Abstract:

    Sterols from marine bryozoan Bugula neritina Xiang-Rong Tian , Hai-Feng Tang *, Yu-Shan Li **, Hou-Wen Lin , Ning Ma , Wei Zhang a Department of Pharmacy, Xijing Hospital, Fourth Military Medical University, 15 Changle West Rd., Xi’an 710032, PR China Department of Pharmacognosy, School of Traditional Chinese Medicines, Shenyang Pharmaceutical University, 103 Wenhua Rd., Shenyang 110016, PR China Department of Pharmacy, Changzheng Hospital, Second Military Medical University, Shanghai 200433, PR China

Xiaoyong Zhang - One of the best experts on this subject based on the ideXlab platform.

  • brevianamides and mycophenolic acid derivatives from the deep sea derived fungus penicillium brevicompactum dffscs025
    Marine Drugs, 2017
    Co-Authors: Xiaoyong Zhang, Xuhua Nong, Jie Wang
    Abstract:

    Four new compounds (1-4), including two brevianamides and two mycochromenic acid derivatives along with six known compounds were isolated from the deep-sea-derived fungus Penicillium brevicompactum DFFSCS025. Their structures were elucidated by spectroscopic analysis. Moreover, the absolute configurations of 1 and 2 were determined by quantum chemical calculations of the electronic circular dichroism (ECD) spectra. Compound 9 showed moderate cytotoxicity against human colon cancer HCT116 cell line with IC50 value of 15.6 μM. In addition, 3 and 5 had significant antifouling activity against Bugula neritina larval settlement with EC50 values of 13.7 and 22.6 μM, respectively. The NMR data of 6, 8, and 9 were assigned for the first time.

  • new antifouling macrodiolides from the deep sea derived fungus trichobotrys effuse dffscs021
    Tetrahedron Letters, 2016
    Co-Authors: Yulin Sun, Xiaoyong Zhang, Xuhua Nong
    Abstract:

    A new symmetric 16-membered macrodiolide, trichobotryside A (1), and two new asymmetric 18-membered macrodiolides trichobotrysides B–C (2–3) were obtained from the deep-sea-derived fungus Trichobotrys effuse DFFSCS021. Their structures were elucidated by extensive spectroscopic analysis. The absolute configurations of 1 and 2 were established by the methanolysis and modified Mosher method. And the methanolysis of both 1 and 2 produced the new compound of 4R,7S,9S-trihydroxyl-2-en-1-methyl decanoate (4). It was rare to obtain an 18-membered macrodiolide from nature. Compound 1 showed strong antifouling activity against Bugula neritina and Balanus amphitrite larvae settlement.

  • alkaloids from xylariaceae sp a marine derived fungus
    Natural Product Communications, 2014
    Co-Authors: Xuhua Nong, Xiaoyong Zhang, Yunlin Sun
    Abstract:

    A new pyridine derivative, 5-(2'-hydroxypropyl)pyridin-3-ol (1), with seven known alkaloids, 3-hydroxy-5-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one (2), penicillenol A(1) (3), penicillenol A(2) (4), a mixture of quinolactacin A(1) (5a) and quinolactacin A(2) (5b), and a mixture of quinolactacin C-1 (6a) and quinolactacin C-2 (6b), were isolated from the culture broth of a marine-derived fungus Xylariaceae sp. SCSGAF0086. Their structures were elucidated by spectroscopic methods. Compound 2 showed weak antimicrobial activity against Bacillus subtilis, and a mixture of 6a and 6b exhibited strong antifouling activity toward Bugula neritina larval settlement.

  • polyketides from a marine derived fungus xylariaceae sp
    Marine Drugs, 2013
    Co-Authors: Xuhua Nong, Zhihui Zheng, Xiaoyong Zhang
    Abstract:

    Eighteen polyketides (1-18) including six citrinin derivatives, two phenol derivatives, one cyclopentenone, two naphthol derivatives, and seven tetralone derivatives were isolated from the culture broth of a marine-derived fungal strain Xylariaceae sp. SCSGAF0086. Five of these compounds (1, 2, 8, 9, and 10) were new, and their structures were determined by spectroscopic methods. Compounds 4, 6, 7, and 17 showed enzyme-inhibitory activities towards several tested enzymes, and 6 and 7 showed strong antifouling activity against Bugula neritina larvae settlement. This is the first time that the antifouling and enzyme-inhibitory activities of these compounds has been reported.

Fan Yang - One of the best experts on this subject based on the ideXlab platform.

Niels Lindquist - One of the best experts on this subject based on the ideXlab platform.

  • ontogeny of a symbiont produced chemical defense in Bugula neritina bryozoa
    Marine Ecology Progress Series, 2006
    Co-Authors: Nicole B. Lopanik, Nancy M Targett, Niels Lindquist
    Abstract:

    The larvae of the arborescent bryozoan Bugula neritina are chemically defended against predators by unpalatable secondary metabolites called bryostatins. Bryostatins, polyketide- derived secondary compounds, are produced by the bacterial symbiont 'Candidatus EndoBugula sertula', which is present throughout all life stages of B. neritina. Crude extracts of larval and all juve- nile stages of B. neritina significantly reduced pinfish feeding (p < 0.003). Extract unpalatability is due to high bryostatin concentrations. As B. neritina increases in age after larval settlement and metamor- phosis, palatability increases as bryostatin concentrations decrease precipitously. Extracts of brood- ing portions of adult colonies reduced pinfish feeding by a significant 54% (p = 0.008), whereas ex- tracts of non-brooding portions of the same colonies resulted in a non-significant 20% decline in feeding (p = 0.125). Our data suggest that the different life stages of B. neritina employ alternate de- fensive strategies. The mobile, short-lived larvae and early-stage juveniles are defended from preda- tors by having deterrent levels of bryostatins; in contrast, the older juveniles and adults, which are clonal and relatively long-lived, may be defended largely by high levels of structural material (i.e. chitin and carbonate). Predation pressure on the vulnerable larval stage of B. neritina appears in part to have driven selection for the development and maintenance of the symbiotic relationship between B. neritina and Ca. EndoBugula sertula whereby the larvae are chemically defended by symbiont- produced bryostatins.

  • isolation of two polyketide synthase gene fragments from the uncultured microbial symbiont of the marine bryozoan Bugula neritina
    Applied and Environmental Microbiology, 2006
    Co-Authors: Nicole B. Lopanik, Nancy M Targett, Niels Lindquist
    Abstract:

    "Candidatus EndoBugula sertula," the uncultured microbial symbiont of the bryozoan Bugula neritina, produces ecologically and biomedically important polyketide metabolites called bryostatins. We isolated two gene fragments from B. neritina larvae that have high levels of similarity to polyketide synthase genes. These gene fragments are clearly associated with the symbiont and not with the host.

  • Structure of bryostatin 20: A symbiont-produced chemical defense for larvae of the host bryozoan, Bugula neritina
    Journal of Natural Products, 2004
    Co-Authors: Nicole B. Lopanik, Kirk R. Gustafson, Niels Lindquist
    Abstract:

    Larvae of the marine bryozoan Bugula neritina are defended against potential predators by high concentrations of bryostatins, which are produced by a bacterial symbiont of the bryozoan. From the larvae of B. neritina, three bryostatins, bryostatin 10 (1), the novel bryostatin 20 (2), and an as yet uncharacterized bryostatin, were isolated that were unpalatable to fish. These deterrent bryostatins represent the first example from the marine environment of a microbial symbiont producing an antipredator defense for its host. The structure of bryostatin 20 (2) was determined by spectral comparison with previously described bryostatins.