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GC/FT-IR Analysis of Novel 4,6,9-Triene and 2,4,6,9-Tetraene Occurring in a Female Pheromone Gland of <i>Arctia plantaginis</i>(Erebidae: Arctiinae)
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作者 Yuta Muraki Rei Yamakawa +5 位作者 Masanobu Yamamoto Hideshi Naka Atsushi Honma Johanna Mappes Kaisa Suisto Tetsu Ando 《American Journal of Analytical Chemistry》 2017年第10期645-656,共12页
Fifteen subspecies of the wood tiger moth, Arctia plantaginis (Lepidoptera: Erebidae: Arctiinae), have been recorded in the Northern Hemisphere. An analysis of crude pheromone extracts by GC equipped with an electroan... Fifteen subspecies of the wood tiger moth, Arctia plantaginis (Lepidoptera: Erebidae: Arctiinae), have been recorded in the Northern Hemisphere. An analysis of crude pheromone extracts by GC equipped with an electroantennographic (EAG) detector showed four EAG-active components (Comps. I–IV) that were commonly involved in the pheromone glands of two subspecies inhabiting Japan and Finland. Comp. I is a major component (>75%) and the others are minor components (3% - 15%). Their mass spectra, measured by GC/MS, revealed the chemical structures of C21 unsaturated hydrocarbons as follows: 3,6,9-triene for Comp. I, 4,6,9-triene for Comp. II, 1,3,6,9-tetraene for Comp. III, and 2,4,6,9-tetraene for Comp. IV. Comps. I and III are known Type II pheromone compounds, and their retention times coincide with those of the authentic standards with all Z configurations. As a next step, the extract was analyzed by GC/FT-IR to determine the configuration of Comps. II and IV. Their IR spectra showed two characteristic C-H bending absorptions around 990 and 945 cm-1 due to the conjugated dienyl moieties;thus, Z and E configurations were assigned to the double bonds at the 2- and 4-positions, respectively. Their Z double bonds at the 6- and 9-positions are indicated by no absorptions around 970 cm-1, due to the isolated double bonds with E configurations. Finally, the structures of Comps. II and IV were confirmed by synthesis using a double Wittig reaction. The synthetic (4E,6Z,9Z)-4,6,9-triene and (2Z,4E,6Z,9Z)-2,4,6,9-tetraene showed strong EAG activity, and their chemical data coincided well with those of the natural Comps. II and IV, indicating the correctness of the structure determination by GC/FT-IR analysis and its usefulness for Type II pheromone compounds. 展开更多
关键词 Natural Products Insect SEX PHEROMONE GC/FT-IR Wood TIGER MOTH (4E 6z 9z)-4 6 9-Henicosatriene (2z 4E 9z)-2 4 9-Henicosatetraene
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N-(Z)-9-十八烯基-2-丙磺酰胺对2型糖尿病小鼠胰岛素抵抗的影响及其机制
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作者 任桐 林辰曦 刁勇 《药学学报》 CAS CSCD 北大核心 2017年第12期1871-1876,共6页
探索新化合物N-(Z)-9-十八烯基-2-丙磺酰胺(N15)对2型糖尿病(T2DM)胰岛素抵抗小鼠的影响并探讨其可能作用机制。采用链脲佐菌素(STZ)连续小剂量腹腔注射诱导T2DM小鼠模型,N15(50、100和200mg·kg^(-1)·d^(-1))和吡格列酮(6 mg&... 探索新化合物N-(Z)-9-十八烯基-2-丙磺酰胺(N15)对2型糖尿病(T2DM)胰岛素抵抗小鼠的影响并探讨其可能作用机制。采用链脲佐菌素(STZ)连续小剂量腹腔注射诱导T2DM小鼠模型,N15(50、100和200mg·kg^(-1)·d^(-1))和吡格列酮(6 mg·kg^(-1)·d^(-1))连续灌胃给药6周,期间分别对小鼠空腹血糖(FBG)、胰岛素(FIns)和胰岛素抵抗指数(HOMA-IR)进行测定比较;并于末次给药后测定各组小鼠葡萄糖耐量(OGTT)和胰岛素耐量(IPITT);通过Western blot对能量代谢关键蛋白Akt、AMPK和Glut4加以分析。结果表明,N15可显著降低模型小鼠FBG、Fins和HOMA-IR水平(P<0.01),改善葡萄糖及胰岛素耐受程度(P<0.01,P<0.001),并显著上调肝脏p-Akt、p-AMPK和Glut4蛋白表达水平(P<0.01),且作用效果与吡格列酮相当(P>0.05)。上述结果表明,新型化合物N15具有改善2型糖尿病胰岛素抵抗的功效,其机制可能与增加肝内胰岛素受体调节及促使磷脂酰肌醇3磷酸磷酸化相关。 展开更多
关键词 N-(z)-9-十八烯基-2-丙磺酰胺 糖尿病 胰岛素抵抗 蛋白激酶B 葡萄糖转运蛋白4
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