Garraffo H M, Jain P, Spande T F, Daly J W, Jones T H, Smith L J, Zottig V E
Laboratory of Bioorganic Chemistry, NIDDK, NIH, Bethesda, Maryland 20892-0820, USA.
J Nat Prod. 2001 Apr;64(4):421-7. doi: 10.1021/np0005098.
The principal alkaloid 275A in skins of the Colombian poison frog Dendrobates lehmanni has been identified as the pyrrolo[1,2-a]azepane (1), the first occurrence in nature of this "izidine" system. Tetrahydro-1 proved identical to one of the four synthetic diastereomers, 2a--2d, thereby establishing that 1 has the 5Z,10E relative stereochemistry. Alkaloid 1 is often accompanied by other congeners, in particular a 5Z,10Z diastereomer 15, a dihydro analogue 16, and a ketone 17. Such izidines in frogs may arise from dietary ants, as do other classes of izidines.
哥伦比亚箭毒蛙（Dendrobates lehmanni）皮肤中的主要生物碱275A已被鉴定为吡咯并[1,2-a]氮杂环庚烷（1），这种“氮杂环辛烷”体系首次在自然界中出现。四氢-1被证明与四种合成非对映异构体之一2a - 2d相同，从而确定1具有5Z,10E相对立体化学结构。生物碱1常伴有其他同系物，特别是5Z,10Z非对映异构体15、二氢类似物16和一种酮17。青蛙体内的此类氮杂环辛烷可能与其他类别的氮杂环辛烷一样，来源于摄食的蚂蚁。
