

HETEROCYCLES
An International Journal for Reviews and Communications in Heterocyclic ChemistryWeb Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry
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Natural Products with Heterocyclic Ring System
Synthesis
New Heterocyclic Natural Products
Updated: 20 December, 2019
This journal will list the new natural products with a heterocyclic ring system, collected from current chemical literature, whose synthesis has been established.
- Search by Group: AllPolyketidesAromaticsTerpenesSteroidsAlkaloidsAntibioticsMiscellaneous
- Search by Journal: Angew. Chem. Int. Ed.Bull. Chem. Soc. JapanChem. Commun.Chem. Eur. J.Chem. Pharm. Bull.Helv. Chim. ActaJ. Am. Chem. Soc.J. Heterocycl. Chem.J. Org. Chem.Org. Biomol. Chem.Org. Lett.SynthesisTetrahedronTetrahedron Lett.
- Year: 20192019201920192019201920192019201920192019201920192019
- Vol: 58925525671021419256841721517560
- No: 11-13322, 24143311, 12335, 6115, 661210, 12, 13
Alkaloids
Actinidine
C10H13N = 147
chiral | ![]() |
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Notes: |
Alkaloids
Leuvalin
C11H18N2O = 194
J. Org. Chem. 2019, 84, 3647
R. Ramesh, M. T. Bovino, Y. Zeng,
J. Aubé
DOI: 10.1021/acs.joc.8b03206
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Chimonamidine
C12H16N2O2 = 220
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Notes: |
Alkaloids
Phevalin
C14H16N2O = 228
J. Org. Chem. 2019, 84, 3647
R. Ramesh, M. T. Bovino, Y. Zeng,
J. Aubé
DOI: 10.1021/acs.joc.8b03206
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Phileucin
C15H18N2O = 242
J. Org. Chem. 2019, 84, 3647
R. Ramesh, M. T. Bovino, Y. Zeng,
J. Aubé
DOI: 10.1021/acs.joc.8b03206
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Tyrvalin
C14H16N2O2 = 244
J. Org. Chem. 2019, 84, 3647
R. Ramesh, M. T. Bovino, Y. Zeng,
J. Aubé
DOI: 10.1021/acs.joc.8b03206
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Mersicarpine
C17H20N2O2 = 284
chiral | ![]() |
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Notes: |
Alkaloids
Morphine
C17H19NO3 = 285
Org. Lett. 2019, 21, 1347
J. Brousseau, A. Xolin,
L. Barriault
DOI: 10.1021/acs.orglett.9b00044
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: | formal synthesis |
Alkaloids
Gephyrotoxin
C19H29NO = 287
Angew. Chem. Int. Ed. 2019, 58, 3809
Y. Chen, Y.-M. He, S. Zhang,
T. Miao, Q.-H. Fan
DOI: 10.1002/anie.201981713
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: | formal synthesis |
Alkaloids
Cylindricine C
C19H33NO2 = 307
Angew. Chem. Int. Ed. 2019, 58, 4381
S. Hiraoka, T. Matsumoto,
K. Matsuzaka, T. Sato, N. Chida
DOI: 10.1002/anie.201981713
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Melodinine E
C19H20N2O2 = 308
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Vincamone, 19-OH-∆14-
C19H20N2O2 = 308
J. Am. Chem. Soc. 2019, 141, 4811
B. M. Trost, Y. Bai, W.-J. Bai,
J. E. Schultz
DOI: 10.1021/jacs.9b00788
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Eburnamine, 19-Oxo-
C19H22N2O2 = 310
J. Am. Chem. Soc. 2019, 141, 4811
B. M. Trost, Y. Bai, W.-J. Bai,
J. E. Schultz
DOI: 10.1021/jacs.9b00788
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Eburnamonine, 19-OH-
C19H22N2O2 = 310
J. Am. Chem. Soc. 2019, 141, 4811
B. M. Trost, Y. Bai, W.-J. Bai,
J. E. Schultz
DOI: 10.1021/jacs.9b00788
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Leuconoxine
C19H22N2O2 = 310
chiral | ![]() |
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Notes: |
Alkaloids
Eburnamine, 19-OH-
C19H24N2O2 = 312
J. Am. Chem. Soc. 2019, 141, 4811
B. M. Trost, Y. Bai, W.-J. Bai,
J. E. Schultz
DOI: 10.1021/jacs.9b00788
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Spectalin
C20H39NO2 = 325
Chem. Pharm. Bull. 2019, 67, 253
R. Kameda, T. Sohma,
K. Kobayashi, R. Uchiyama,
K. Nosaka, H. Konno, K. Akaji,
Y. Hattori
DOI: 10.1248/cpb.c18-00817
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Spectalin, Iso-6-
C20H39NO2 = 325
Chem. Pharm. Bull. 2019, 67, 253
R. Kameda, T. Sohma,
K. Kobayashi, R. Uchiyama,
K. Nosaka, H. Konno, K. Akaji,
Y. Hattori
DOI: 10.1248/cpb.c18-00817
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Scholarisine G
C19H22N2O3 = 326
chiral | ![]() |
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Notes: |
Alkaloids
Fasicularin
C20H34N2S = 334
Org. Lett. 2019, 21, 1868
S. Yamamoto, Y. Komiya,
A. Kobayashi, R. Minamikawa,
T. Oishi, T. Sato, N. Chida
DOI: 10.1021/acs.orglett.9b00478
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Chilenamine
C20H21NO4 = 339
J. Org. Chem. 2019, 84, 2870
W. Zhu, S. Tong, J. Zhu,
M.-X. Wang
DOI: 10.1002/ejoc.201900640
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Manzacidin A
C12H14N3O4Br = 344
Tetrahedron 2019, 75, 1767
Y. Liu, Z. Ruan, Y. Wang,
S.-H. Huang, R. Hong
DOI: 10.1016/j.tet.2018.12.026
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: | formal synthesis |
Alkaloids
Manzacidin C
C12H14N3O4Br = 344
Tetrahedron 2019, 75, 1767
Y. Liu, Z. Ruan, Y. Wang,
S.-H. Huang, R. Hong
DOI: 10.1016/j.tet.2018.12.026
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: | formal synthesis |
Alkaloids
Ambiguine P
C25H29NO = 359
chiral | ![]() |
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Notes: |
Alkaloids
Isodesmopyridine
C18H28N4O6 = 396
Tetrahedron Lett. 2019, 60, 928
W. Fuse, A. Imura, N. Tanaka,
T. Usuki
DOI: 10.1016/j.tetlet.2019.02.038
CrossRef
chiral | ![]() |
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Notes: |
Alkaloids
Palmanine
C21H21NO7 = 399
J. Org. Chem. 2019, 84, 2870
W. Zhu, S. Tong, J. Zhu,
M.-X. Wang
DOI: 10.1002/ejoc.201900640
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Madangamine C
C28H44N2 = 408
Bull. Chem. Soc. Japan 2019, 92, 545
T. Suto,Y. Yanagita,
Y. Nagashima, S. Takikawa,
Y. Kurosu, N. Matsuo, K. Miura,
S. Simizu, T. Sato, N. Chida
DOI: 10.1246/bcsj.20180334
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Madangamine E
C28H46N2 = 410
Bull. Chem. Soc. Japan 2019, 92, 545
T. Suto,Y. Yanagita,
Y. Nagashima, S. Takikawa,
Y. Kurosu, N. Matsuo, K. Miura,
S. Simizu, T. Sato, N. Chida
DOI: 10.1246/bcsj.20180334
CrossRef
chiral | ![]() |
racemic | ![]() |
Notes: |
Alkaloids
Anibamine
C30H50N = 424
chiral | ![]() |
racemic | ![]() |
Notes: | TFAsalt |
Alkaloids
Madangamine D
C29H48N2 = 424
Bull. Chem. Soc. Japan 2019, 92, 545
T. Suto,Y. Yanagita,
Y. Nagashima, S. Takikawa,
Y. Kurosu, N. Matsuo, K. Miura,
S. Simizu, T. Sato, N. Chida
DOI: 10.1246/bcsj.20180334
CrossRef
chiral | ![]() |
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Notes: |