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Novel polycyclic pyrroloquinazoline alkaloids from Anisotes trisulcus and their biological activity
Journal of Asian Natural Products Research ( IF 1.3 ) Pub Date : 2019-12-23 , DOI: 10.1080/10286020.2019.1694514
Wael M Abdel-Mageed 1, 2 , Marwa A A Fayed 3 , Muneera S M Al-Saleem 4 , Lamya H Al-Wahaibi 4 , Mohammad K Parvez 1 , Li Li 5 , Mohammed S Al-Dosari 1 , Hanaa M Sayed 2
Affiliation  

Abstract

Two new polycyclic pyrroloquinazoline alkaloids with unprecedented skeleton, anisulcusines A (1) and B (2), along with four known compounds (36), were identified from the aerial parts of Anisotes trisulcus (Forssk.) Nees. To our knowledge, anisulcusines A and B are the first polycyclic pyrroloquinazoline alkaloids that possess a unique N-methyl-1,2-dihydro-1'H-spiro[benzo[d][1,3]oxazine moiety. The chemical structures of the new compounds were elucidated through extensive spectroscopic analyses and high-resolution mass spectroscopy. Anisulcusine B (2) exerted moderate cytotoxic effect on cultured human hepatoma (HuH7) cells, whereas compounds 1 and 35 exhibited mild cell proliferative or growth stimulatory activity.

  • HIGHLIGHTS
  • Two new polycyclic pyrroloquinazoline alkaloids from Anisotes trisulcus.

  • Structures were elucidated on the basis of 1D- and 2D-NMR and HR-ESI-MS spectra.

  • Compound (2) exerted moderate cytotoxic effect against human hepatoma (HuH7) cells.

  • Compounds (1, 35) exhibited mild cell proliferative or growth stimulatory activity.



中文翻译:

三沟茴香的新型多环吡咯并喹唑啉生物碱及其生物学活性

摘要

以前所未有的骨架两个新的多环pyrroloquinazoline生物碱,anisulcusines A(1)和B(2),具有四个已知化合物(沿3 - 6),从地上部分识别Anisotes trisulcus(Forssk)穿心莲。据我们所知,anisulcusines A和B是所述第一多环生物碱pyrroloquinazoline具有独特ñ -甲基-1,2-二氢-1' ħ -螺[苯并[ d ] [1,3]恶嗪部分。通过广泛的光谱分析和高分辨率质谱阐明了新化合物的化学结构。茴香氨酸B(2)对培养的人肝癌细胞(HuH7)具有中等程度的细胞毒性作用,而化合物135则表现出轻度的细胞增殖或生长刺激活性。

  • 强调
  • 两个新的多环吡咯并喹啉生物碱。

  • 根据1D-和2D-NMR和HR-ESI-MS光谱阐明了结构。

  • 化合物(2)对人肝癌(HuH7)细胞发挥中等的细胞毒性作用。

  • 化合物(13 - 5)显示出温和的细胞增殖或生长刺激活性。

更新日期:2019-12-23
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