Bioactivity studies of oxysporone and several derivatives |
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| Affiliation: | 1. Dipartimento di Scienze Chimiche, Università di Napoli Federico II, Napoli, Italy;2. Dipartimento di Agraria, Sezione di Patologia vegetale ed Entomologia, Università degli Studi di Sassari, Sassari, Italy;1. Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, PR China;2. S. Yu. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashken, Uzbekistan;3. State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, PR China;4. University of Chinese Academy of Sciences, Beijing 100039, PR China;1. State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Lanhei Road 132, Kunming 650201, PR China;2. University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing 100049, PR China;1. Tianjin Key Laboratory for Modern Drug Delivery and High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, PR China;2. Pharmaceutical Engineering Department, School of Biological Science and Technology, University of Jinan, Jinan 250022, PR China;3. Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, Tianjin 300193, PR China;1. Department of Reparative and Reconstructive Surgery, Linyi People''s Hospital, Linyi 276003, Shandong, China;2. Department of Traditional Chinese Medicine, Linyi People''s Hospital, Linyi 276003, Shandong, China;3. Department of Stomatology, Linyi People''s Hospital, Linyi 276003, Shandong, China;1. Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli “Federico II”, Via D. Montesano 49, I-80131 Napoli, Italy;2. Centro Ricerche Oncologiche di Mercogliano, Istituto Nazionale per lo Studio e la Cura dei Tumori “Fondazione Giovanni Pascale”, IRCCS, Italy;3. Dipartimento di Bioscienze e Territorio, Università degli Studi del Molise, Contrada Fonte Lappone, I-86090 Pesche, Isernia, Italy |
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| Abstract: | Recently oxysporone, a phytotoxic dihydrofuropyranone, was isolated along with two closely related compounds, afritoxinones A and B, from liquid cultures of Diplodia africana, an invasive fungal pathogen of Phoenicean juniper. In this study, eight derivatives were hemisynthesized and assayed for their phytotoxic and antifungal activities in comparison to the parent compound. Each compound was tested on non-host plants and on four destructive plant pathogens such as Athelia rolfsii, Diplodia corticola, Phytophthora cinnamomi and P. plurivora. The results on the phytotoxic activity showed that the dihydrofuropyranone carbon skeleton and both the double bond the hydroxy group of dihydropyran ring appeared to be structural features important in conferring activity. Although the data concerning the antifungal activity did not allow to extract any structure–activity relationships, it should be underlined that the conversion of oxysporone into the corresponding 4-O-benzoyl derivative led to a compound showing a good antifungal activity towards three out of the four organisms tested. |
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| Keywords: | Oxysporone SAR |
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