스트러타민

Strictamine
스트러타민
Strictamine.svg
이름
IUPAC 이름
메틸(10S,12R,13E,18S)-13-13-13-에틸리덴-8,15-디아자펜타시클로[10.5.110,15.01,9.02,7]옥타데카-2,4,6,8-테트라엔-18-카르복실산염
기타 이름
데사세틸데스포르모아쿠아킬린; 빈카미딘
식별자
  • 6475-05-4
3D 모델(JSmol)
켐스파이더
펍켐 CID
  • InChI=1S/C20H22N2O2/c1-3-12-11-22-9-8-20-14-6-4-5-7-15(14)21-18(20)16(22)10-13(12)17(20)19(23)24-2/h3-7,13,16-17H,8-11H2,1-2H3/b12-3-/t13-,16-,17+,20?/m0/s1
    키: LITYRLWAWAQJQS-PHDPKRUSA-N
  • C/C=C\1/CN2CC34[C@H]([C@H]1C[C@H]2C3=NC5=CC=CC=C45)C(=O)OC
특성.
C20H22N2O2
어금질량 322.408 g·1998−1
달리 명시된 경우를 제외하고, 표준 상태(25°C [77°F], 100 kPa)의 재료에 대한 데이터가 제공된다.
Infobox 참조 자료

폴라타민알스토니아 학자와 격리된 알칼로이드다.[1]

특이한 화학 구조 때문에 연구 관심을 끌었고 여러 실험실 합성이 보고되었다.[2][3][4][5]

참조

  1. ^ Bhattacharya, S. K.; Bose, R.; Dutta, S. C.; Ray, A. B.; Guha, S. R. (1979). "Neuropharmacological studies on strictamine isolated from Alstonia scholaris". Indian Journal of Experimental Biology. 17 (6): 598–600. PMID 500142.
  2. ^ Smith, Myles W.; Zhou, Zhiyao; Gao, Alison X.; Shimbayashi, Takuya; Snyder, Scott A. (2017). "A 7-Step Formal Asymmetric Total Synthesis of Strictamine via an Asymmetric Propargylation and Metal-Mediated Cyclization". Organic Letters. 19 (5): 1004–1007. doi:10.1021/acs.orglett.6b03839. PMID 28253628.
  3. ^ Li, Wenfei; Chen, Zhitao; Yu, Di; Peng, Xin; Wen, Guohua; Wang, Siqi; Xue, Fei; Liu, Xiao-Yu; Qin, Yong (2019). "Asymmetric Total Syntheses of the Akuammiline Alkaloids (−)-Strictamine and (−)-Rhazinoline". Angewandte Chemie International Edition. 58 (18): 6059–6063. doi:10.1002/anie.201901074. PMID 30775833.
  4. ^ Moreno, Jesus; Picazo, Elias; Morrill, Lucas A.; Smith, Joel M.; Garg, Neil K. (2016). "Enantioselective Total Syntheses of Akuammiline Alkaloids (+)-Strictamine, (−)-2(S)-Cathafoline, and (−)-Aspidophylline A". Journal of the American Chemical Society. 138 (4): 1162–1165. doi:10.1021/jacs.5b12880. PMC 5154302. PMID 26783944.
  5. ^ Xiao, Tao; Chen, Zhi-Tao; Deng, Lin-Feng; Zhang, Dan; Liu, Xiao-Yu; Song, Hao; Qin, Yong (2017). "Formal total synthesis of the akuammiline alkaloid (+)-strictamine". Chemical Communications. 53 (94): 12665–12667. doi:10.1039/C7CC08153G. PMID 29167841.