Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor
Two new indole alkaloids characterized by previously unencountered natural product skeletons, viz., criofolinine (1), incorporating a pyrroloazepine motif within a pentacyclic ring system, and vernavosine (2, isolated as its ethyl ether derivative 3, which on hydrolysis regenerated the putative prec...
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| Format: | Article |
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American Chemical Society
2014
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| author | Nge, C.E. Gan, C.Y. Lim, K.H. Ting, KN. Low, Y.Y. Kam, T.S. |
| author_facet | Nge, C.E. Gan, C.Y. Lim, K.H. Ting, KN. Low, Y.Y. Kam, T.S. |
| author_sort | Nge, C.E. |
| collection | UM |
| description | Two new indole alkaloids characterized by previously unencountered natural product skeletons, viz., criofolinine (1), incorporating a pyrroloazepine motif within a pentacyclic ring system, and vernavosine (2, isolated as its ethyl ether derivative 3, which on hydrolysis regenerated the putative precursor alkaloid 2), incorporating a pyridopyrimidine moiety embedded within a pentacyclic carbon framework, were isolated from a Malayan Tabernaemontana species. The structures and absolute configuration of these alkaloids were determined on the basis of NMR and MS analysis and confirmed by X-ray diffraction analysis. |
| first_indexed | 2024-03-06T05:38:43Z |
| format | Article |
| id | um.eprints-15390 |
| institution | Universiti Malaya |
| last_indexed | 2024-03-06T05:38:43Z |
| publishDate | 2014 |
| publisher | American Chemical Society |
| record_format | dspace |
| spelling | um.eprints-153902015-12-29T02:03:50Z http://eprints.um.edu.my/15390/ Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor Nge, C.E. Gan, C.Y. Lim, K.H. Ting, KN. Low, Y.Y. Kam, T.S. R Medicine Two new indole alkaloids characterized by previously unencountered natural product skeletons, viz., criofolinine (1), incorporating a pyrroloazepine motif within a pentacyclic ring system, and vernavosine (2, isolated as its ethyl ether derivative 3, which on hydrolysis regenerated the putative precursor alkaloid 2), incorporating a pyridopyrimidine moiety embedded within a pentacyclic carbon framework, were isolated from a Malayan Tabernaemontana species. The structures and absolute configuration of these alkaloids were determined on the basis of NMR and MS analysis and confirmed by X-ray diffraction analysis. American Chemical Society 2014 Article PeerReviewed Nge, C.E. and Gan, C.Y. and Lim, K.H. and Ting, KN. and Low, Y.Y. and Kam, T.S. (2014) Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor. Organic Letters, 16 (24). pp. 6330-6333. |
| spellingShingle | R Medicine Nge, C.E. Gan, C.Y. Lim, K.H. Ting, KN. Low, Y.Y. Kam, T.S. Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title | Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title_full | Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title_fullStr | Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title_full_unstemmed | Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title_short | Criofolinine and vernavosine, new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| title_sort | criofolinine and vernavosine new pentacyclic indole alkaloids incorporating pyrroloazepine and pyridopyrimidine moieties derived from a common yohimbine precursor |
| topic | R Medicine |
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