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The Constituents from the Stems of Annona cherimola
Author(s) -
Chen ChungYi,
Chang FangRong,
Wu YangChang
Publication year - 1997
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199700047
Subject(s) - chemistry , stigmasterol , stereochemistry , annona , amide , enantiomer , annonaceae , traditional medicine , organic chemistry , chromatography , medicine
Thirty‐five compounds including twenty‐one alkaloids, lysicamine ( 1 ), liriodenine ( 2 ), atherospermidine ( 3 ), oxoxylopine ( 4 ), oxoanolobine ( 5 ), oxoglaucine ( 6 ), (‐)‐anonaine ( 7 ), (‐)‐asimilobine ( 8 ), (‐)‐xylopine ( 9 ), (‐)‐anolobine ( 10 ), (‐)‐norisocorydine ( 11 ), (+)‐laurotetanine ( 12 ), (+)‐isocorydine ( 13 ), (‐)‐ N ‐methylasimilobine ( 14 ), (+)‐ N ‐methyllaurotetanine ( 15 ), (‐)‐norushinsunine ( 16 ), (‐)‐ushinsunine ( 17 ), (‐)‐ N ‐formylanonaine ( 18 ), (+)‐stepharine ( 19 ), (+)‐orentaline ( 20 ), and (‐)‐kikemanine ( 21 ); four kauranes, ent ‐kaur‐16‐en‐19‐oic acid ( 22 ), 16β‐hydroxy‐17‐acetoxy‐ ent ‐kauran‐19‐al ( 23 ), 17‐acetoxy‐16β‐ ent ‐kauran‐19‐oic acid ( 24 ), and 16β‐hydroxy‐17‐acetoxy‐ ent ‐kauran‐19‐oic acid ( 25 ); two amides, N‐trans ‐femloyltyramine ( 26 ), and N‐trans ‐caffeoyltyramine ( 27 ); one purine, adenosine ( 28 ); one lactam amide, squamolone ( 29 ); and six steroids, β‐sitosterol ( 30 ), stigmasterol ( 31 ), β‐sitostenone ( 32 ), stigmasta‐4,22‐dien‐3‐one ( 33 ), 6β‐hydroxy‐β‐sitosterone ( 34 ), and 6β‐hydroxystigmasterone ( 35 ) are isolated from the stems of Annona cherimola. These compounds were characterized and identified by physical and spectral evidence. Among them, (‐)‐norisocorydine (11) was elucidated as a new enantiomer with a levorotary configuration, which is isolated for the first time.