From the oligotrophic culture of a soft coral-associated actinomycetes strain, Streptomyces sp. OUCMDZ-1703, we isolated and identified two new chlorinated polyketides that we named strepchloritides A and B (1 and 2...From the oligotrophic culture of a soft coral-associated actinomycetes strain, Streptomyces sp. OUCMDZ-1703, we isolated and identified two new chlorinated polyketides that we named strepchloritides A and B (1 and 2), three thiazole derivatives known as watasemycin A (3), pulicatin G (4) and aerugine (5), along with pyrrole- 2-carboxamide, furan-2-carboxamide and 1-(3,5-dihydroxyphenyl)ethanone. The new structures of 1 and 2 were determined by spectroscopic studies such as 1D- and 2D-NMR and MS analyses, while the known compounds were identified by comparison of the NMR data with those in literatures. The results showed that actinomycete strain OUCMDZ-1703 could use the relative high ratio of chlorine in the oligotrophic medium to synthesize chlorinated natural products. New compounds 1 and 2 displayed cytotoxicity against the MCF-7 ceils with ICs0 values of 9.9 and 20.2 ~tmoloL-1, respectively. Thiazole derivatives 3 and 5 were first found to be active against three clinical strains of methicillin-resistant Staphylococcus aureus (MRSA082, MRSA111 and MRSA234) with the same MIC/MBC values of 7.81/7.81 μg·mL-1.展开更多
1-(β-Hydroxyalkyl)-l,3,4-oxadiazole derivatives were synthesized via reductive addition reactions of 2-chloromethyl-l,3,4-oxadiazole with carbonyl compounds under mild conditions promoted by SmI2.
Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by s...Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by spectroscopic and chemical methods. Compounds 1-3 are pyroglutamate derivatives containing 4-hydroxybenzyl units at the N atom and 4-7 are the first examples of natural products with the 4-hydroxybenzyl unit linked vici a thioether bond to 2-hydroxy-3mercaptopropanoic acid (4-6) and 2-hydroxy-4-mercaptobutanoic acid (7), which would be biogenetically derived from cysteine and homocysteine, respectively. The structures of 1 and 2 were verified hi synthesis, while the absolute configurations of 4, 5 and 7 were assigned using Mosher 's method based on the MPA determination rule of A5Rs values. The known compound 4-(hydroxymethy0-5-nifrobenzene1,2-diol (8) exhibited activity against Fe2 r--cysteine induced rat liver microsomal lipid peroxidation with 1050 values of 9.99 x 10 6 mon. (C) 2015 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.'s/. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).展开更多
文摘From the oligotrophic culture of a soft coral-associated actinomycetes strain, Streptomyces sp. OUCMDZ-1703, we isolated and identified two new chlorinated polyketides that we named strepchloritides A and B (1 and 2), three thiazole derivatives known as watasemycin A (3), pulicatin G (4) and aerugine (5), along with pyrrole- 2-carboxamide, furan-2-carboxamide and 1-(3,5-dihydroxyphenyl)ethanone. The new structures of 1 and 2 were determined by spectroscopic studies such as 1D- and 2D-NMR and MS analyses, while the known compounds were identified by comparison of the NMR data with those in literatures. The results showed that actinomycete strain OUCMDZ-1703 could use the relative high ratio of chlorine in the oligotrophic medium to synthesize chlorinated natural products. New compounds 1 and 2 displayed cytotoxicity against the MCF-7 ceils with ICs0 values of 9.9 and 20.2 ~tmoloL-1, respectively. Thiazole derivatives 3 and 5 were first found to be active against three clinical strains of methicillin-resistant Staphylococcus aureus (MRSA082, MRSA111 and MRSA234) with the same MIC/MBC values of 7.81/7.81 μg·mL-1.
基金the National Natural Science Foundation of China(Project No.20072033)the NSF of Zhejiang Province for financial support.
文摘1-(β-Hydroxyalkyl)-l,3,4-oxadiazole derivatives were synthesized via reductive addition reactions of 2-chloromethyl-l,3,4-oxadiazole with carbonyl compounds under mild conditions promoted by SmI2.
基金the National Natural Science Foundation of China(20405011)Science Foundation of Jiangsu Province Education Department of China(04KJD1 50038)+1 种基金Chemical Materials and Engineering Laboratory Center of Anhui Province,The Natural Science Foundation of Anhui Province Education Department (KJ2010A246)the Natural Science Foundation of Chizhou College(XK0901)
基金the National Natural Science Foundation of China (NNSFC Nos. 30825044 and 20932007)+1 种基金the Program for Changjiang Scholars and Innovative Research Team in University (PCSIRT, No. IRT1007)the National Science and Technology Project of China (Nos. 2012ZX09301002-002 and 2011ZX09307002-01) is acknowledged
文摘Seven new 4-hydroxyben l-substituted amino acid derivatives (1-7), together with 11 known compounds, were isolated from an aqueous extract of the rhizomes of Go,arodia data Blume. Their structures were determined by spectroscopic and chemical methods. Compounds 1-3 are pyroglutamate derivatives containing 4-hydroxybenzyl units at the N atom and 4-7 are the first examples of natural products with the 4-hydroxybenzyl unit linked vici a thioether bond to 2-hydroxy-3mercaptopropanoic acid (4-6) and 2-hydroxy-4-mercaptobutanoic acid (7), which would be biogenetically derived from cysteine and homocysteine, respectively. The structures of 1 and 2 were verified hi synthesis, while the absolute configurations of 4, 5 and 7 were assigned using Mosher 's method based on the MPA determination rule of A5Rs values. The known compound 4-(hydroxymethy0-5-nifrobenzene1,2-diol (8) exhibited activity against Fe2 r--cysteine induced rat liver microsomal lipid peroxidation with 1050 values of 9.99 x 10 6 mon. (C) 2015 Chinese Pharmaceutical Association and Institute of Materia Medica, Chinese Academy of Medical Sciences. Production and hosting by Elsevier B.'s/. This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).