A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds
Publication type: Journal Article
Publication date: 1997-07-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Fascaplysin 1, an antimicrobial and cytotoxic red pigment of the marine sponge Fascaplys-inopsis sp., has been synthesized in five steps from tryptamine 2 in 44% overall yield. The key steps in the synthesis are: (a) dehydrogenation of the dihydro-β-carboline intermediate 4 simultaneously with its benzylic oxidation on treatment with MnO2 and (b) the thermal cyclization of the resulting β-carboline 7 into a quaternary salt 8. Similarly, indoloisoquinolines 15 and 16, the tetracyclic analogues of 1, were prepared in six steps from α-amino ketone 9 in 59 and 55% overall yields, respectively.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
6
|
|
|
Tetrahedron Letters
6 publications, 15.38%
|
|
|
Marine Drugs
6 publications, 15.38%
|
|
|
Tetrahedron
3 publications, 7.69%
|
|
|
Bioorganic and Medicinal Chemistry
2 publications, 5.13%
|
|
|
Synlett
2 publications, 5.13%
|
|
|
Chemistry - An Asian Journal
1 publication, 2.56%
|
|
|
Biochemical and Biophysical Research Communications
1 publication, 2.56%
|
|
|
Journal of Chemical Research
1 publication, 2.56%
|
|
|
Cancer Chemotherapy and Pharmacology
1 publication, 2.56%
|
|
|
European Journal of Pharmaceutical Sciences
1 publication, 2.56%
|
|
|
Journal of Pharmaceutical and Biomedical Analysis
1 publication, 2.56%
|
|
|
Biomedicine and Pharmacotherapy
1 publication, 2.56%
|
|
|
European Journal of Organic Chemistry
1 publication, 2.56%
|
|
|
Chemistry - A European Journal
1 publication, 2.56%
|
|
|
Journal of Natural Products
1 publication, 2.56%
|
|
|
Chemical Reviews
1 publication, 2.56%
|
|
|
Organic Letters
1 publication, 2.56%
|
|
|
ACS Omega
1 publication, 2.56%
|
|
|
Chemical Communications
1 publication, 2.56%
|
|
|
MedChemComm
1 publication, 2.56%
|
|
|
RSC Advances
1 publication, 2.56%
|
|
|
Green Chemistry
1 publication, 2.56%
|
|
|
Heterocycles
1 publication, 2.56%
|
|
|
Molecules
1 publication, 2.56%
|
|
|
1
2
3
4
5
6
|
Publishers
|
2
4
6
8
10
12
14
16
|
|
|
Elsevier
15 publications, 38.46%
|
|
|
MDPI
7 publications, 17.95%
|
|
|
Wiley
4 publications, 10.26%
|
|
|
American Chemical Society (ACS)
4 publications, 10.26%
|
|
|
Royal Society of Chemistry (RSC)
4 publications, 10.26%
|
|
|
Georg Thieme Verlag KG
2 publications, 5.13%
|
|
|
SAGE
1 publication, 2.56%
|
|
|
Springer Nature
1 publication, 2.56%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 2.56%
|
|
|
2
4
6
8
10
12
14
16
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
39
Total citations:
39
Citations from 2024:
4
(10%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Radchenko O. S., Novikov V. L., Elyakov G. B. A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds // Tetrahedron Letters. 1997. Vol. 38. No. 30. pp. 5339-5342.
GOST all authors (up to 50)
Copy
Radchenko O. S., Novikov V. L., Elyakov G. B. A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds // Tetrahedron Letters. 1997. Vol. 38. No. 30. pp. 5339-5342.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1016/S0040-4039(97)01167-2
UR - https://doi.org/10.1016/S0040-4039(97)01167-2
TI - A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds
T2 - Tetrahedron Letters
AU - Radchenko, Oleg S
AU - Novikov, Vyacheslav L
AU - Elyakov, George B.
PY - 1997
DA - 1997/07/01
PB - Elsevier
SP - 5339-5342
IS - 30
VL - 38
SN - 0040-4039
SN - 1873-3581
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{1997_Radchenko,
author = {Oleg S Radchenko and Vyacheslav L Novikov and George B. Elyakov},
title = {A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds},
journal = {Tetrahedron Letters},
year = {1997},
volume = {38},
publisher = {Elsevier},
month = {jul},
url = {https://doi.org/10.1016/S0040-4039(97)01167-2},
number = {30},
pages = {5339--5342},
doi = {10.1016/S0040-4039(97)01167-2}
}
Cite this
MLA
Copy
Radchenko, Oleg S., et al. “A simple and practical approach to the synthesis of the marine sponge pigment fascaplysin and related compounds.” Tetrahedron Letters, vol. 38, no. 30, Jul. 1997, pp. 5339-5342. https://doi.org/10.1016/S0040-4039(97)01167-2.