1988
DOI: 10.1248/cpb.36.2098
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Structures of taxane diterpenoids from the seeds of japanese yew, Taxus cuspidata.

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Cited by 26 publications
(15 citation statements)
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“…7-e/»/-taxol (7), 14 taxol C, 10-deacetyltaxol C, 7ß-xylosyl-10-deacetyltaxol (8), 15 taxamairin A (9), 16 taxinine A, 17 14 ß-hydroxytaxusin, 18 5 α-hydroxy-7 ß,9a, 10 ß, 13 cx-tetraacetoxy-4(20),l 1-taxadiene, 1-dehydroxybaccatin-VI, 19 1 ß-dehydroxybaccatin-IV, 20 baccatin-IV, 20 (Table 1) revealed that they contained the same taxoid skeleton except for the cinnamoyl side chain at C-5 in 3 and an acetyl group in l. 11 Further on the basis of HSQC and HMBC analysis, the Ή and 13 C NMR data of 1 were assigned. This C-12(16)-oxido bridge was confirmed from the observation of cross-peaks from Me-18 and H2-I6 to C-ll and C-12 as well as correla tions between H-14 and C-12 in the HMBC spectrum (Fig.…”
Section: Resultsmentioning
confidence: 98%
See 1 more Smart Citation
“…7-e/»/-taxol (7), 14 taxol C, 10-deacetyltaxol C, 7ß-xylosyl-10-deacetyltaxol (8), 15 taxamairin A (9), 16 taxinine A, 17 14 ß-hydroxytaxusin, 18 5 α-hydroxy-7 ß,9a, 10 ß, 13 cx-tetraacetoxy-4(20),l 1-taxadiene, 1-dehydroxybaccatin-VI, 19 1 ß-dehydroxybaccatin-IV, 20 baccatin-IV, 20 (Table 1) revealed that they contained the same taxoid skeleton except for the cinnamoyl side chain at C-5 in 3 and an acetyl group in l. 11 Further on the basis of HSQC and HMBC analysis, the Ή and 13 C NMR data of 1 were assigned. This C-12(16)-oxido bridge was confirmed from the observation of cross-peaks from Me-18 and H2-I6 to C-ll and C-12 as well as correla tions between H-14 and C-12 in the HMBC spectrum (Fig.…”
Section: Resultsmentioning
confidence: 98%
“…This residue was ap plied on a Si gel column (700 g) and eluted with a solvent mix ture of CHCls/acetone to afford seven fractions, A (0.54 g), B (4.57 g), C (2.48 g), D (2.64 g), E (2.62 g), F (2.6 g) andG (8. 11 and taxumairol R (1, 6 mg). By using the same method, fraction B-4 yielded baccatin VI (7 mg) 19 and taxacin (4 mg), and fraction B-5 yielded baccatin IV (5 mg) 20 and frac tion B-6 gave 7-e/?/-deacetyltaxol (4 mg) and 7-e/?/-taxol (3 mg), 14 respectively.…”
Section: Extraction and Isolationmentioning
confidence: 99%
“…[9][10][11][12][13][14] In our screening program aimed at the discovery of structurally unique and biologically significant taxanes from Taxus plants, a new taxane glucoside, 7b,9a,10b-triacetoxy-13a-hydroxy-5a-O-(b-D-glucopyranosyl) taxa-4(20),11-diene (1), and 14 known analogues ( Fig. 1), 2-deacetoxytaxinine J 15 (2), 2-deacetoxyaustrospicatine 16 (3), cephalomannine 17 (4), 10-deacetyl-7-epi-taxol 18 (5), taxol 19 (6), 7-xylosyl-10-deacetyl taxol 20 (7), 7-b-xylosyl-cephalomannine 20 (8), 7-b-xylosyl-taxol 20 (9), 7-b-xylosyl-10-deacetyl-cephalomannine 20 (10), 7-xylosyl-10-deacetyl taxol C 20 (11), taxinine M 21 (12), taxacin 22 (13), 10-deacetylbaccatin III 23 (14), and baccatin III 17,20 (15) were isolated from the barks of T. wallichiana var. mairei.…”
mentioning
confidence: 99%
“…Paclitaxel (Taxol), which was isolated from Taxus brevifolia by Wani et al in 1971, has a unique mode of action and is used as an antitumor agent for treating breast and ovarian cancer . Early supply problems prompted extensive investigation of the constituents of various Taxus species, and many taxane diterpenoids have been isolated. Several of these reports concentrated on the taxoid constituents of Taxus chinensis (Pilg.) Rehd (taxaceae), especially on novel tricyclo 5/7/6-membered ring compounds. In our continuing studies of new antitumor agents from higher plants, we have also investigated the taxane diterpene constituents of T. chinensis var.…”
mentioning
confidence: 99%