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Bioscience, Biotechnology, and Biochemistry Volume 69, 2005 - Issue 6
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Original Articles

Quinolactacide, a New Quinolone Insecticide from Penicillium citrinum Thom F 1539

Masaki ABENaruto Research Center, Otsuka Chemical Co., Ltd.
,
Tetsuya IMAINaruto Research Center, Otsuka Chemical Co., Ltd.
,
Naoki ISHIINaruto Research Center, Otsuka Chemical Co., Ltd.
,
Makio USUINaruto Research Center, Otsuka Chemical Co., Ltd.
,
Toru OKUDAMycology and Metabolic Diversity Research Institute, Tamagawa University Research Institute
&
Toshikazu OKIMycology and Metabolic Diversity Research Institute, Tamagawa University Research Institute
Pages 1202-1205 | Received 05 Jan 2005, Accepted 07 Mar 2005, Published online: 22 May 2014

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Feng Zhu, GuangYing Chen, JingShu Wu & JiaHui Pan. (2013) Structure revision and cytotoxic activity of marinamide and its methyl ester, novel alkaloids produced by co-cultures of two marine-derived mangrove endophytic fungi. Natural Product Research 27:21, pages 1960-1964.
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Masaki ABE, Tetsuya IMAI, Naoki ISHII & Makio USUI. (2006) Synthesis of Quinolactacide via an Acyl Migration Reaction and Dehydrogenation with Manganese Dioxide, and Its Insecticidal Activities. Bioscience, Biotechnology, and Biochemistry 70:1, pages 303-306.
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Articles from other publishers (29)

Anton N. Yurchenko, Liliana E. Nesterenko, Roman S. Popov, Natalya N. Kirichuk, Viktoria E. Chausova, Ekaterina A. Chingizova, Marina P. Isaeva & Ekaterina A. Yurchenko. (2023) The Metabolite Profiling of Aspergillus fumigatus KMM4631 and Its Co-Cultures with Other Marine Fungi. Metabolites 13:11, pages 1138.
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Kexin Zhu, Xin Liu, Xiaoxiao Qi, Qi Liu, Bohan Wang, Weiwei Sun & Baoliang Pan. (2023) Acaricidal activity of bioactive compounds isolated from Aspergillus oryzae against poultry red mites, Dermanyssus gallinae (Acari: Dermanyssidae). Veterinary Parasitology 320, pages 109983.
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Karina Amudi, Burak Kuzu, Seda Kolak, Hasan Genç & Nurettin Menges. (2023) Synthesis of Pyrrolizinone and Pyrrolizino[1,2-a]pyrrolizin-5-one Skeletons Starting From Pyrrole through a Single-Step and Catalyst-Free Approach. Synlett 34:11, pages 1265-1269.
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Rosario Nicoletti, Anna Andolfi, Andrea Becchimanzi & Maria Michela Salvatore. (2023) Anti-Insect Properties of Penicillium Secondary Metabolites. Microorganisms 11:5, pages 1302.
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Jonnalagadda Sowmya, Banda Padma & Panaganti Leelavathi. (2022) Quinoline and 2-nitroimino-1, 3-diazacycloalkane hybrids: Design, synthesis and insecticidal activity. Journal of the Indian Chemical Society 99:1, pages 100279.
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Xiao-Fei Shang, Susan L. Morris-Natschke, Ying-Qian Liu, Xiu-Hui Li, Ji-Yu Zhang & Kuo-Hsiung Lee. 2022. 1 47 .
Kevin Seipp, Leander Geske & Till Opatz. (2021) Marine Pyrrole Alkaloids. Marine Drugs 19:9, pages 514.
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Chun-Mei Chen, Wei-Hao Chen, Xiao-Yan Pang, Sheng-Rong Liao, Jun-Feng Wang, Xiu-Ping Lin, Bin Yang, Xue-Feng Zhou, Xiao-Wei Luo & Yong-Hong Liu. (2021) Pyrrolyl 4-quinolone alkaloids from the mangrove endophytic fungus Penicillium steckii SCSIO 41025: Chiral resolution, configurational assignment, and enzyme inhibitory activities. Phytochemistry 186, pages 112730.
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Syed Shabana, K. Rajya Lakshmi & A. Krishna Satya. (2021) An Updated Review of Secondary Metabolites from Marine Fungi. Mini-Reviews in Medicinal Chemistry 21:5, pages 602-642.
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Takeshi Oriyama, Wei Han, Kazuya Nakajima & Masashi Kajitani. (2021) DBU-Catalyzed Highly Efficient Synthesis of 1,4-Dihydropyridine Derivatives from Arylidenemalononitriles and β-Enamino Imides. HETEROCYCLES 102:3, pages 481.
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Jin-xin Zhu, Yaojia Lu, Jun Chen, Jianwei Chen, Huawei Zhang, Xiaoze Bao, Xinyi Ye & Hong Wang. (2020) Total synthesis of quinolactacin-H from marine-derived Penicillium sp. ENP701 and biological activities . RSC Advances 10:41, pages 24251-24254.
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Gustavo da Silva, Rui Moreira & Artur M.S. Silva. 2019. 433 453 .
Barbara Parrino, Salviana Ullo, Alessandro Attanzio, Stella Cascioferro, Virginia Spanò, Anna Carbone, Alessandra Montalbano, Paola Barraja, Girolamo Cirrincione, Luisa Tesoriere & Patrizia Diana. (2018) Synthesis of 5H-pyrido[3,2-b]pyrrolizin-5-one tripentone analogs with antitumor activity. European Journal of Medicinal Chemistry 158, pages 236-246.
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Xiao-Fei Shang, Susan L. Morris-Natschke, Guan-Zhou Yang, Ying-Qian Liu, Xiao Guo, Xiao-Shan Xu, Masuo Goto, Jun-Cai Li, Ji-Yu Zhang & Kuo-Hsiung Lee. (2018) Biologically active quinoline and quinazoline alkaloids part II. Medicinal Research Reviews 38:5, pages 1614-1660.
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Xiao-Fei Shang, Susan L. Morris-Natschke, Ying-Qian Liu, Xiao Guo, Xiao-Shan Xu, Masuo Goto, Jun-Cai Li, Guan-Zhou Yang & Kuo-Hsiung Lee. (2018) Biologically active quinoline and quinazoline alkaloids part I. Medicinal Research Reviews 38:3, pages 775-828.
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Ashraf A. Aly, Essmat M. El-Sheref, Aboul-Fetouh E. Mourad, Alan B. Brown, Stefan Bräse, Momtaz E. M. Bakheet & Martin Nieger. (2018) Synthesis of spiro[indoline-3,4′-pyrano[3,2-c]quinolone]-3′-carbonitriles. Monatshefte für Chemie - Chemical Monthly 149:3, pages 635-644.
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Milena Simic, Gordana Tasic, Predrag Jovanovic, Milos Petkovic & Vladimir Savic. (2018) Preparation of pyrrolizinone derivatives via sequential transformations of cyclic allyl imides: synthesis of quinolactacide and marinamide . Organic & Biomolecular Chemistry 16:12, pages 2125-2133.
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Koya Saito, Masahito Yoshida, Hidehiro Uekusa & Takayuki Doi. (2017) Facile Synthesis of Pyrrolyl 4-Quinolinone Alkaloid Quinolactacide by 9-AJ-Catalyzed Tandem Acyl Transfer–Cyclization of o -Alkynoylaniline Derivatives . ACS Omega 2:8, pages 4370-4381.
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Mikhail M. Anisimov, Elena L. Chaikina, Olga F. Smetanina & Anton N. Yurchenko. (2016) Influence of the Metabolites of the Marine Algicolous Fungus Penicillium sp. on Seedling Root Growth of Agricultural Plants . Natural Product Communications 11:9, pages 1934578X1601100.
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O. F. Smetanina, A. N. Yurchenko, E. V. Ivanets, N. N. Kirichuk, Yu. V. Khudyakova, E. A. Yurchenko & Sh. Sh. Afiyatullov. (2016) Metabolites of the Marine Fungus Penicillium citrinum Associated with a Brown Alga Padina sp.. Chemistry of Natural Compounds 52:1, pages 111-112.
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Xiaomin Wang, Hui Wang, Tianxing Liu & Zhihong Xin. (2014) A PKS I gene-based screening approach for the discovery of a new polyketide from Penicillium citrinum Salicorn 46. Applied Microbiology and Biotechnology 98:11, pages 4875-4885.
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Mona El-Neketi, Weaam Ebrahim, Wenhan Lin, Sahar Gedara, Farid Badria, Hassan-Elrady A. Saad, Daowan Lai & Peter Proksch. (2013) Alkaloids and Polyketides from Penicillium citrinum , an Endophyte Isolated from the Moroccan Plant Ceratonia siliqua . Journal of Natural Products 76:6, pages 1099-1104.
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Huquan Gao, Lianqing Zhang, Tianjiao Zhu, Qianqun Gu & Dehai Li. (2012) Unusual Pyrrolyl 4-Quinolinone Alkaloids from the Marine-Derived Fungus <i>Penicillium</i> sp. ghq208. CHEMICAL & PHARMACEUTICAL BULLETIN Chemical and Pharmaceutical Bulletin 60:11, pages 1458-1460.
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Heidrun Anke. 2011. Industrial Applications. Industrial Applications 151 163 .
Jos A. M. P. Houbraken, Jens C. Frisvad & Robert A. Samson. (2010) Taxonomy of Penicillium citrinum and related species. Fungal Diversity 44:1, pages 117-133.
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Giangiacomo Beretta, Giulio Vistoli, Enrico Caneva, Cecila Anselmi & Roberto Maffei Facino. (2009) Structure elucidation and NMR assignments of two new pyrrolidinyl quinoline alkaloids from chestnut honey. Magnetic Resonance in Chemistry 47:5, pages 456-459.
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Masaki AbeTetsuya ImaiNaoki IshiiMakio UsuiToru Okuda & Toshikazu Oki. (2007) Isolation of an insecticidal compound oxalicine B from Penicillium sp. TAMA 71 and confirmation of its chemical structure by X-ray crystallographic analysis. Journal of Pesticide Science 32:2, pages 124-127.
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Joseph P. Michael. (2007) Quinoline, quinazoline and acridone alkaloids. Natural Product Reports 24:1, pages 223.
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Maria Fátima das Graças Fernandes da Silva, Márcio Santos Soares, João Batista Fernandes & Paulo Cezar Vieria. 2007. 139 214 .

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