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1¡¢Synthesis and Antibacterial Evaluation of New Sulfone Derivatives Containing 2-Aroxymethyl-1,3,4-Oxadiazole/Thiadiazole Moiety£¬Molecules 2017, 22(1), 64¡£ 2¡¢Cinchona Alkaloid Derivative-Catalyzed Enantioselective Synthesis via a Mannich-Type Reaction and Antifungal Activity of ¦Â-Amino Esters Bearing Benzoheterocycle Moieties. [J]. Molecules. 2014. 19: 3955-3972. |
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Synthesis and Antibacterial Evaluation of New Sulfone Derivatives Containing 2-Aroxymethyl-1,3,4-Oxadiazole/Thiadiazole Moiety ×÷Õß:Su, SH (Su, Shihu)[ 1,2 ] ; Zhou, X (Zhou, Xia)[ 1 ] ; Liao, GP (Liao, Guoping)[ 1 ] ; Qi, PY (Qi, Puying)[ 1 ] ; Jin, LH (Jin, Linhong)[ 1 ] MOLECULES ¾í: 22 ÆÚ: 1 ÎÄÏ׺Å: 64 DOI: 10.3390/molecules22010064 ³ö°æÄê: JAN 2017 ²é¿´ÆÚ¿¯Ó°Ïì ÕªÒª Sulfones are one of the most important classes of agricultural fungicides. To discover new lead compounds with high antibacterial activity, a series of new sulfone derivatives were designed and synthesized by introducing the aroxymethyl moiety into the scaffold of 1,3,4-oxadiazole/thiadiazole sulfones. Antibacterial activities against three phytopathogens (Xanthomonas oryzae pv. oryzae, Ralstonia solanacearum, Xanthomonas axonopodis pv. citri.) were assayed in vitro. As compared to the control of commercial fungicides and some reported sulfone fungicides, seven compounds 5I-1-5I-7 exerted remarkably higher activities with EC50 values ranging from 0.45-1.86 mu g/mL against X. oryzae and 1.97-20.15 mu g/mL against R. solanacearum. Exhilaratingly, 5I-1, 5I-2 and 5I-4 displayed significant in vivo activity against X. oryzae with protective effect of 90.4%, 77.7%, and 81.1% at 200 mu g/mL, respectively, much higher than that exhibited by Bismerthiazol (25.6%) and Thiadiazole-copper (32.0%). And the differential phytotoxicity of active derivatives was preliminarily checked. The results demonstrated that derivative of 2-aroxymethyl-1,3,4-oxadiazole/thiadiazole sulfone can serve as potential alternative bactericides for the management of plant bacterial diseases. ¹Ø¼ü´Ê ×÷Õ߹ؼü´Ê:synthesis; 1,3,4-oxadiazole/thiadiazole sulfone; aryloxymethyl; antibacterial activity; structure-activity relationship KeyWords Plus:ANTIFUNGAL ACTIVITY; BACTERIAL WILT; INHIBITORS; ORYZAE; BLIGHT ×÷ÕßÐÅÏ¢ ͨѶ×÷ÕßµØÖ·: Zhou, X; Jin, LH (ͨѶ×÷Õß) [ÏÔʾÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ] Guizhou Univ, Res & Dev Ctr Fine Chem, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn,Minist Educ, Guiyang 550025, Peoples R China. µØÖ·: [ÏÔʾÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ] [ 1 ] Guizhou Univ, Res & Dev Ctr Fine Chem, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn,Minist Educ, Guiyang 550025, Peoples R China [ 2 ] Zunyi Agr Prod Qual & Safety Inspect & Testing Ct, Room 698,Shanghai Rd, Zunyi 563000, Guizhou, Peoples R China µç×ÓÓʼþµØÖ·:happytt365@foxmail.com; zhouxia_j@126.com; lgp899017@163.com; qpuying000@163.com; linhong_j@126.com »ù½ð×ÊÖúÖÂл »ù½ð×ÊÖú»ú¹¹ ÊÚȨºÅ National Natural Science Foundation of China 20962005 Excellent Young Science and Technology Talent Cultivation Plan 201122 ²é¿´»ù½ð×ÊÖúÐÅÏ¢ ³ö°æÉÌ MDPI AG, ST ALBAN-ANLAGE 66, CH-4052 BASEL, SWITZERLAND Àà±ð / ·ÖÀà Ñо¿·½Ïò:Chemistry Web of Science Àà±ð:Chemistry, Organic ÎÄÏ×ÐÅÏ¢ ÎÄÏ×ÀàÐÍ:Article ÓïÖÖ:English Èë²ØºÅ: WOS:000395473500064 ISSN: 1420-3049 ÆÚ¿¯ÐÅÏ¢ Ŀ¼£º Current Contents Connect Impact Factor (Ó°ÏìÒò×Ó): Journal Citation Reports ÆäËûÐÅÏ¢ IDS ºÅ: EM7EE Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 28 Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 0 |

2Â¥2017-08-01 19:37:19
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Cinchona Alkaloid Derivative-Catalyzed Enantioselective Synthesis via a Mannich-Type Reaction and Antifungal Activity of beta-Amino Esters Bearing Benzoheterocycle Moieties ×÷Õß:Xiao, H (Xiao, Han)[ 1,2 ] ; Wu, F (Wu, Fang)[ 1 ] ; Shi, L (Shi, Li)[ 1 ] ; Chen, ZW (Chen, Zhiwei)[ 1 ] ; Su, SH (Su, Shihu)[ 1 ] ; Tang, CH (Tang, Chenghao)[ 1 ] ; Wang, HT (Wang, Hongtao)[ 1 ] ; Li, ZN (Li, Zhining)[ 1 ] ; Li, MC (Li, Meichuan)[ 1 ] ; Shi, QC (Shi, Qingcai)[ 1 ] MOLECULES ¾í: 19 ÆÚ: 4 Ò³: 3955-3972 DOI: 10.3390/molecules19043955 ³ö°æÄê: APR 2014 ²é¿´ÆÚ¿¯Ó°Ïì ÕªÒª An efficient synthesis of highly functionalized chiral beta-amino ester derivatives containing benzothiophene and benzothiazole moieties is developed by a Mannich-type reaction using a cinchona alkaloid-derived thiourea catalyst. The desired products were obtained in good yields and high enantioselectivities (similar to 86% yield, >99% ee) using to the optimized reaction conditions. The synthesized compounds were characterized by H-1-NMR, C-13-NMR, IR, and HREI-MS analyses. The bioassays identified that compound 5dr has excellent antifungal activity, with a 60.53% inhibition rate against F. oxysporum, higher than that of the commercial agricultural fungicide hymexazol, whose inhibition rate was 56.12%. ¹Ø¼ü´Ê ×÷Õ߹ؼü´Ê:beta-amino acid ester; antifungal activity; benzoheterocycle; enantioselective synthesis KeyWords Plus:ASYMMETRIC STRECKER REACTION; AZA-HENRY REACTION; STEREOSELECTIVE-SYNTHESIS; CHIRAL CATALYSTS; ACYL IMINES; ACID-ESTER; PART 1; 1,3-DICARBONYLS; ANTIBACTERIAL; INHIBITORS ×÷ÕßÐÅÏ¢ ͨѶ×÷ÕßµØÖ·: Xiao, H (ͨѶ×÷Õß) [ÏÔʾÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ] Guizhou Univ, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Peoples R China. µØÖ·: [ÏÔʾÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ] [ 1 ] Guizhou Univ, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Peoples R China [ÏÔʾÔöÇ¿×éÖ¯ÐÅÏ¢µÄÃû³Æ] [ 2 ] Guizhou Minzu Univ, Sch Chem & Environm Sci, Guiyang 550025, Peoples R China µç×ÓÓʼþµØÖ·:hanx@gzmu.edu.cn; fangwu90@163.com; s2012l@sina.com; yan.zhilie@163.com; sushihu999@gmail.com; chtang1122@163.com; wanghongtao1115@126.com; aning072@126.com; lmcuvhn1987@163.com; shiqingcai1988@163.com »ù½ð×ÊÖúÖÂл »ù½ð×ÊÖú»ú¹¹ ÊÚȨºÅ National Natural Science Foundation of China 2132003 20872021 Science and Technology Foundation of Guizhou province 20092058 ²é¿´»ù½ð×ÊÖúÐÅÏ¢ ³ö°æÉÌ MDPI AG, POSTFACH, CH-4005 BASEL, SWITZERLAND Àà±ð / ·ÖÀà Ñо¿·½Ïò:Chemistry Web of Science Àà±ð:Chemistry, Organic ÎÄÏ×ÐÅÏ¢ ÎÄÏ×ÀàÐÍ:Article ÓïÖÖ:English Èë²ØºÅ: WOS:000336087800008 PubMed ID: 24694652 ISSN: 1420-3049 ÆÚ¿¯ÐÅÏ¢ Ŀ¼£º Current Contents Connect Impact Factor (Ó°ÏìÒò×Ó): Journal Citation Reports ÆäËûÐÅÏ¢ IDS ºÅ: AH4HK Web of Science ºËÐĺϼ¯ÖÐµÄ "ÒýÓõIJο¼ÎÄÏ×": 52 Web of Science ºËÐĺϼ¯ÖÐµÄ "±»ÒýƵ´Î": 3 |

3Â¥2017-08-01 19:40:27
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