Cargando…

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

[Image: see text] The total synthesis of seven members of the lapidilectine and grandilodine family of alkaloids has been accomplished in racemic and enantiopure form without protection/deprotection of functional groups. The two key steps, an 8-endo-dig hydroarylation and a 6-exo-trig photoredox cyc...

Descripción completa

Detalles Bibliográficos
Autores principales:	Miloserdov, Fedor M., Kirillova, Mariia S., Muratore, Michael E., Echavarren, Antonio M.
Formato:	Online Artículo Texto
Lenguaje:	English
Publicado:	American Chemical Society 2018
Acceso en línea:	https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5920919/ https://www.ncbi.nlm.nih.gov/pubmed/29432680 http://dx.doi.org/10.1021/jacs.7b13484

Ejemplares similares

Concise Total Synthesis of Lundurines A–C Enabled by Gold Catalysis and a Homodienyl Retro-Ene/Ene Isomerization
por: Kirillova, Mariia S., et al.
Publicado: (2016)

Collected mass spectrometry data on monoterpene indole alkaloids from natural product chemistry research
por: Fox Ramos, Alexander E., et al.
Publicado: (2019)

Synthesis of (−)‐Cannabimovone and Structural Reassignment of Anhydrocannabimovone through Gold(I)‐Catalyzed Cycloisomerization
por: Carreras, Javier, et al.
Publicado: (2016)

Total Synthesis of the Chlorinated Pentacyclic Indole Alkaloid (+)-Ambiguine G
por: Hu, Lingbowei, et al.
Publicado: (2021)

A unified strategy to reverse-prenylated indole alkaloids: total syntheses of preparaherquamide, premalbrancheamide, and (+)-VM-55599
por: Roque, Jose B., et al.
Publicado: (2020)

Biosynthetically Inspired Divergent Approach to Monoterpene Indole Alkaloids: Total Synthesis of Mersicarpine, Leuconodines B and D, Leuconoxine, Melodinine E, Leuconolam, and Rhazinilam
por: Yang, Yang, et al.
Publicado: (2014)

Unified total synthesis of the brevianamide alkaloids enabled by chemical investigations into their biosynthesis
por: Godfrey, Robert C., et al.
Publicado: (2021)

Unified approach to prenylated indole alkaloids: total syntheses of (–)-17-hydroxy-citrinalin B, (+)-stephacidin A, and (+)-notoamide I
por: Mercado-Marin, Eduardo V., et al.
Publicado: (2015)

Total synthesis of malagashanine: a chloroquine potentiating indole alkaloid with unusual stereochemistry
por: Kong, A., et al.
Publicado: (2017)

Unveiling an indole alkaloid diketopiperazine biosynthetic pathway that features a unique stereoisomerase and multifunctional methyltransferase
por: Deletti, Garrett, et al.
Publicado: (2023)

Stereospecific Total Synthesis of the Indole Alkaloid Ervincidine. Establishment of the C-6 Hydroxyl Stereochemistry
por: Rallapalli, Sundari K., et al.
Publicado: (2014)

The Rauvolfia tetraphylla genome suggests multiple distinct biosynthetic routes for yohimbane monoterpene indole alkaloids
por: Stander, Emily Amor, et al.
Publicado: (2023)

Enantioselective Total Synthesis of (−)-Nardoaristolone B via a Gold(I)-Catalyzed Oxidative Cyclization
por: Homs, Anna, et al.
Publicado: (2015)

Unified divergent strategy towards the total synthesis of the three sub-classes of hasubanan alkaloids
por: Li, Guang, et al.
Publicado: (2021)

Analysis of alkaloids (indole alkaloids, isoquinoline alkaloids, tropane alkaloids)
por: Dey, Prasanta, et al.
Publicado: (2020)

CrBPF1 overexpression alters transcript levels of terpenoid indole alkaloid biosynthetic and regulatory genes
por: Li, Chun Yao, et al.
Publicado: (2015)

The regulation of ZCT1, a transcriptional repressor of monoterpenoid indole alkaloid biosynthetic genes in Catharanthus roseus
por: Mortensen, Samuel, et al.
Publicado: (2019)

Marine Indole Alkaloids
por: Netz, Natalie, et al.
Publicado: (2015)

Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation
por: He, Guoli, et al.
Publicado: (2021)

Synthesis of indole derivatives as prevalent moieties present in selected alkaloids
por: Heravi, Majid M., et al.
Publicado: (2021)

Biosynthetic Pathways of Ergot Alkaloids
por: Gerhards, Nina, et al.
Publicado: (2014)

Repression of ZCT1, ZCT2 and ZCT3 affects expression of terpenoid indole alkaloid biosynthetic and regulatory genes
por: Li, Chun Yao, et al.
Publicado: (2021)

Total synthesis of pyrano[3,2-e]indole alkaloid fontanesine B by a double cyclization strategy
por: Itoh, Tomoki, et al.
Publicado: (2019)

Unprecedented Utilization of Pelargonidin and Indole for the Biosynthesis of Plant Indole Alkaloids
por: Warskulat, Anne‐Christin, et al.
Publicado: (2016)

Towards the Ideal Synthesis of Homoallylic Ketones
por: Ferrer, Sofía, et al.
Publicado: (2015)

Total Synthesis of the Akuammiline Alkaloid Picrinine
por: Smith, Joel M., et al.
Publicado: (2014)

Goniomitine: An Overview on the Chemistry of This Indole Alkaloid
por: Alves, José C. F.
Publicado: (2013)

Evaluation of Biosynthetic Pathway and Engineered Biosynthesis of Alkaloids
por: Kishimoto, Shinji, et al.
Publicado: (2016)

Synthesis and stereochemical determination of an antiparasitic pseudo-aminal type monoterpene indole alkaloid
por: Noguchi, Yoshihiko, et al.
Publicado: (2016)

Total synthesis of the indolizidine alkaloid tashiromine
por: Marsden, Stephen P, et al.
Publicado: (2008)

Total Synthesis of Alkaloid 205B
por: Tsukanov, Sergey V., et al.
Publicado: (2014)

Total Synthesis of Dimeric HPI Alkaloids
por: Shen, Xianfu, et al.
Publicado: (2016)

Halogenated Indole Alkaloids from Marine Invertebrates
por: Pauletti, Patrícia Mendonça, et al.
Publicado: (2010)

Monoterpenoid indole alkaloids from Alstonia rostrata
por: Bao, Mei-Fen, et al.
Publicado: (2012)

Indole Alkaloids from the Leaves of Nauclea officinalis
por: Fan, Long, et al.
Publicado: (2016)

Marine Indole Alkaloids—Isolation, Structure and Bioactivities
por: Hu, Yong, et al.
Publicado: (2021)

Diprenylated Indole Alkaloids from Fruits of Hexalobus monopetalus
por: Malebo, Hamisi M., et al.
Publicado: (2014)

Identification, Biological Activities and Biosynthetic Pathway of Dendrobium Alkaloids
por: Mou, Zongmin, et al.
Publicado: (2021)

Total Syntheses of Dihydroindole Aspidosperma Alkaloids: Reductive Interrupted Fischer Indolization Followed by Redox Diversification
por: Martin, Gábor, et al.
Publicado: (2020)

The Vinca minor genome highlights conserved evolutionary traits in monoterpene indole alkaloid synthesis
por: Stander, Emily Amor, et al.
Publicado: (2022)

Cannot write session to /tmp/vufind_sessions/sess_gmjup91toi2v7vdlu938tj7h6p