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1. (Article ID: 11880)
Tanahashi T, Takenaka Y, Nagakura N, Nishi T
Three secoiridoid glucosides from Jasminum nudiflorum
Journal of Natural Products 62(9) (1999)
1311-1315
Phytochemical study of the leaves and stems of Jasminum nudiflorum has led to the isolation of three secoiridoid glucosides, jasnudiflosides A-C (1-3). The structures of these compounds were elucidated on the basis of chemical and spectroscopic evidence.
Jasminum nudiflorum, jasnudifloside A, jasnudifloside B, jasnudifloside C, secoiridoid glucoside
NCBI PubMed ID: 10514322Publication DOI: 10.1021/np9901175Journal NLM ID: 7906882Publisher: American Society of Pharmacognosy
Correspondence: Tanahashi T
kobepharma-u.ac.jp>
Institutions: Kobe Pharmaceutical University, 4-19-1, Motoyamakita-machi, Higashinada-ku, Kobe 658-8558, Japan, The Nippon Shinyaku Institute for Botanical Research, 39, Sakanotsuji-cho, Oyake, Yamashina-ku, Kyoto 607-8182, Japan
Methods: 13C NMR, 1H NMR, methylation, IR, TLC, HPLC, alkaline hydrolysis, UV, optical rotation measurement, acetylation, HMBC, HMQC, COSY, NOESY, HR-SI-MS
The publication contains the following compound(s):
- Compound ID: 30741
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-Subst2-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
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Structure type: oligomer
; 959 [M-H]-
C44H64O23
Trivial name: jasnudifloside A
Compound class: iridoid glycoside
- Compound ID: 30742
|
b-D-Glcp2Ac3Ac4Ac6Ac-(1-1)-+
|
b-D-Glcp2Ac3Ac4Ac6Ac-(1-1)-Subst1-11Me-(7-7)-Subst2-10Ac-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 1361.4722 [M+Na]+
C62H82O32
Compound class: iridoid glycoside
- Compound ID: 30743
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-Subst2-(5-7:10-11)-Subst1
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 927 [M-H]-
C43H60O22
Trivial name: jasnudifloside C
Compound class: iridoid glycoside
- Compound ID: 30744
|
b-D-Glcp-(1-1)-+
|
b-D-Glcp-(1-1)-Subst1-11Me-(7-7)-+ |
| |
b-D-Glcp-(1-1)-Subst1-11Me-(7-10)-Subst2-(5-7)-Subst1-11Me
Subst1 = oleoside aglycon = SMILES C/C=C\1{1}[C@H](O)O/C=C({11}C(=O)O)\[C@H]1C{7}C(=O)O;
Subst2 = (1S,2R,3S,4S)-3-(hydroxymethyl)-4-[(2R)-1-hydroxy-2-propanyl]-2-methylcyclopentanol = SMILES [H][C@](C)({10}CO)[C@@H]1C{5}[C@H](O)[C@H](C)[C@H]1{7}CO |
Show graphically |
Structure type: oligomer
; 1345 [M-H]-
C61H86O33
Trivial name: jasnudifloside B
Compound class: iridoid glycoside
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