Scalemic myrionsumamide A, tetracyclic skeleton alkaloids from <i>Myrioneuron effusum</i>

Zhang, Jiahui; Cao, Mingming; Li, Xiaohui; Gu, Yu‐Cheng; Li, Xiaonian; Di, Ying‐Tong; Hao, Xiao‐Jiang

doi:10.1039/d2ra05342j

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Tetracyclic Saturated Nitrogen-containing Compounds1

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2022

2023

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Cited by 4 publications

(2 citation statements)

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“…Examples of the synthesis of other Myrioneuron alkaloids ( Figure 2 ) have been described [ 20 , 21 ]. Schoberine B was evaluated in vitro against hepatitis C virus (HCV).…”

Section: Tetracyclic Saturated Nitrogen-containing Compoundsmentioning

confidence: 99%

Recent Advances in the Chemistry of Saturated Annulated Nitrogen-Containing Polycyclic Compounds

Kirsanov

Rakhimova

2022

IJMS

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“…Examples of the synthesis of other Myrioneuron alkaloids ( Figure 2 ) have been described [ 20 , 21 ]. Schoberine B was evaluated in vitro against hepatitis C virus (HCV).…”

Section: Tetracyclic Saturated Nitrogen-containing Compoundsmentioning

confidence: 99%

Recent Advances in the Chemistry of Saturated Annulated Nitrogen-Containing Polycyclic Compounds

Kirsanov

Rakhimova

2022

IJMS

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“…The structure of myrionsumamide A 11 , from Myrioneuron effusum , was confirmed by X-ray analysis. 10 Myrionsumamide A 11 has a new skeleton and the authors propose a biosynthetic pathway for its formation from l -lysine. Ancistrocladus abbreviatus is a rich source of naphthylisoquinoline alkaloids.…”

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Hill

Sutherland

2022

Nat. Prod. Rep.

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Total Synthesis of the Myrioneuron Alkaloid (−)‐Schoberine B and Its Enantiomer (+)‐Schoberine B

Calbó,

Griera,

Bosch

et al. 2023

Adv Synth Catal

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A dynamic kinetic asymmetric transformation, involving the generation of four stereogenic centers with a well‐defined configuration, occurs in the cyclocondensation of diastereomeric mixtures of 2‐oxocyclohexanepropionic acid racemates 6 with (1S,2R)‐cis‐aminoindanol: two major tetracyclic lactams, 7 a and 7 b, that differ in the configuration of the four stereocenters on the decahydroquinoline moiety were obtained. From the above lactams, the removal of the chiral auxiliary, the introduction of a 2‐piperidone ring, and the closure of the diazine ring complete the first enantioselective total synthesis of the Myrioneuron alkaloid (−)‐schoberine B and its enantiomer (+)‐schoberine B.

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Scalemic myrionsumamide A, tetracyclic skeleton alkaloids from Myrioneuron effusum

Abstract: Alkaloids isolated from Myrioneuron effusum with a novel ring construction manner and antibacterial activity.

Cited by 4 publications

References 19 publications

Recent Advances in the Chemistry of Saturated Annulated Nitrogen-Containing Polycyclic Compounds

Recent Advances in the Chemistry of Saturated Annulated Nitrogen-Containing Polycyclic Compounds

Hot off the press

Total Synthesis of the Myrioneuron Alkaloid (−)‐Schoberine B and Its Enantiomer (+)‐Schoberine B

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