Literature DB >> 21428274

Grandilodines A-C, biologically active indole alkaloids from Kopsia grandifolia.

Wai-Sum Yap1, Chew-Yan Gan, Yun-Yee Low, Yeun-Mun Choo, Tadahiro Etoh, Masahiko Hayashi, Kanki Komiyama, Toh-Seok Kam.   

Abstract

Three new indole alkaloids (1-3), named grandilodines A-C, and five known ones were obtained from the Malayan Kopsia grandifolia. The structures were established using NMR and MS analyses and, in the case of 1 and 2, were confirmed by X-ray diffraction analyses. Alkaloids 1, 3, and lapidilectine B (8) were found to reverse multidrug resistance in vincristine-resistant KB cells.

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Year:  2011        PMID: 21428274     DOI: 10.1021/np200008g

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  12 in total

1.  Synthetic studies toward lapidilectine-type Kopsia alkaloids.

Authors:  Erica E Schultz; Brian G Pujanauski; Richmond Sarpong
Journal:  Org Lett       Date:  2012-01-03       Impact factor: 6.005

2.  Development of the Vinylogous Pictet-Spengler Cyclization and Total Synthesis of (±)-Lundurine A.

Authors:  Aaron Nash; Xiangbing Qi; Pradip Maity; Kyle Owens; Uttam K Tambar
Journal:  Angew Chem Int Ed Engl       Date:  2018-05-04       Impact factor: 15.336

3.  Synthesis of Indolines and Derivatives by Aza-Heck Cyclization.

Authors:  Feiyang Xu; Katerina M Korch; Donald A Watson
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-13       Impact factor: 15.336

4.  Concise Total Synthesis of Lundurines A-C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization.

Authors:  Mariia S Kirillova; Michael E Muratore; Ruth Dorel; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2016-03-15       Impact factor: 15.419

5.  Unified Total Synthesis of Pyrroloazocine Indole Alkaloids Sheds Light on Their Biosynthetic Relationship.

Authors:  Fedor M Miloserdov; Mariia S Kirillova; Michael E Muratore; Antonio M Echavarren
Journal:  J Am Chem Soc       Date:  2018-02-22       Impact factor: 15.419

Review 6.  Gold-catalyzed cyclizations of alkynol-based compounds: synthesis of natural products and derivatives.

Authors:  Benito Alcaide; Pedro Almendros; José M Alonso
Journal:  Molecules       Date:  2011-09-13       Impact factor: 4.411

Review 7.  Chemical Diversity and Bioactivities of Monoterpene Indole Alkaloids (MIAs) from Six Apocynaceae Genera.

Authors:  Afrah E Mohammed; Zainab H Abdul-Hameed; Modhi O Alotaibi; Nahed O Bawakid; Tariq R Sobahi; Ahmed Abdel-Lateff; Walied M Alarif
Journal:  Molecules       Date:  2021-01-18       Impact factor: 4.411

8.  Intramolecular Aminolactonization for Synthesis of Furoindolin-2-One.

Authors:  Kazuhiro Higuchi; Kazunori Matsumura; Takafumi Arai; Motoki Ito; Shigeo Sugiyama
Journal:  Molecules       Date:  2021-12-24       Impact factor: 4.411

9.  (Z,1S,10aR)-(-)-Menthyl 1-hy-droxy-1,2,3,5,6,7,10,10a-octa-hydro-pyrrolo-[1,2-a]azocine-10a-carboxyl-ate.

Authors:  Daniele Muroni; Emilio Napolitano; Olivier Perez; Nicola Culeddu; Antonio Saba
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-06-27

10.  Synthesis of indole-based propellane derivatives via Weiss-Cook condensation, Fischer indole cyclization, and ring-closing metathesis as key steps.

Authors:  Sambasivarao Kotha; Ajay Kumar Chinnam; Arti Tiwari
Journal:  Beilstein J Org Chem       Date:  2013-11-29       Impact factor: 2.883

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