HETEROCYCLES

An International Journal for Reviews and Communications in Heterocyclic Chemistry
Web Edition ISSN: 1881-0942
Published online by The Japan Institute of Heterocyclic Chemistry

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Search65,753 Compounds

Nomenclature:

The natural products are listed under the name used in the original literature.

The abbreviations:

The following abbreviations have been used:

• act:
• biological activity

• cd:
• circular dichroism

• Cnmr:
• 13C-nuclear magnetic resonance spectrum

• Hnmr:
• 1H-nuclear magnetic resonance spectrum

• ir:
• infrared spectrum

• mass:
• mass spectrum

• syn:
• total synthesis

• uv:
• ultraviolet spectrum

Journal:

This database lists the natural products with heterocyclic ring system whose synthesis has been determined since 1975. The journals which have been covered are as follows:

Angew. Chem. Int. Ed. Engl.
Angew. Chem. Int. Ed.
Bull. Chem. Soc. Japan
Chem. and Ind.
Chem. Ber.
J. Chem. Soc., Chem. Commun.
Chem. Commun.
Chem. Eur. J.
Chemistry Lett.
Chem. Pharm. Bull.
Coll. Czech. Chem. Commun.
Eur. J. Inorg. Chem.
Eur. J. Org. Chem.
Experientia
Helv. Chim. Acta
Heterocycles
J. Am. Chem. Soc.
J. Antibiot.
J. Chem. Soc., Perkin Trans. 1
J. Heterocycl. Chem.
J. Med. Chem.
J. Nat. Prod.
J. Org. Chem.
J. Pharm. Sci.
Liebigs Ann. Chem.
Monatsh. Chem.
Org. Lett.
Phytochemistry
Planta medica
Synlett
Synth. Commun.
Synthesis
Tetrahedron
Tetrahedron Asymmetry
Tetrahedron Lett.
Yakugaku Zasshi

Editor:

Editor:
Kunio Ogasawara

Associate Editors:
Toshio Honda
Yoshiharu Iwabuchi

This journal will list the new natural products with a heterocyclic ring system, collected from current chemical literature, whose structure has been established.

• Search by Group: AllPolyketidesAromaticsTerpenesSteroidsAlkaloidsAntibioticsMiscellaneous
• Search by Journal: Chem. Pharm. Bull.Helv. Chim. ActaHeterocyclesJ. Antibiot.J. Nat. Prod.J. Org. Chem.Org. Biomol. Chem.Org. Lett.Phytochem. Lett.PhytochemistryPlanta medicaTetrahedronTetrahedron Lett.
• Year: 2014201420142014201420142014201420142014201420142014
• Vol: 6297896777791216107107807055
• No: 11111111112143, 4421, 22  1744-4745-48

Aromatics

Eurotiumide C

C20H26O5 = 346

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D	*1   [ CH2Cl2 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antifouling activity
	Notes:		*1: (+): +28, (-): -25

Aromatics

Eurotiumide D

C20H26O5 = 346

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D	*1   [ CH2Cl2 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antifouling activity
	Notes:		*1: (+): +20, (-): -25

Aromatics

Eurotiumide E

C20H26O5 = 346

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D	*1   [ CH2Cl2 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]
	Notes:		*1: (+): +13, (-): -17

Aromatics

Eurotiumide A

C20H28O5 = 348

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D	*1   [ CH2Cl2 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antifouling activity
	Notes:		*1: (+): +38, (-): -40

Aromatics

Eurotiumide B

C20H28O5 = 348

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D	*1   [ CH2Cl2 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antifouling activity
	Notes:		*1: (+): +45, (-): -43

Aromatics

Eurotiumide F

C21H30O5 = 362

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Aromatics

Eurotiumide G

C21H30O5 = 362

Tetrahedron 2014, 70, 9132

M. Chen, C.-L. Shao, K.-L. Wang, Y. Xu, Z.-G. She, C.-Y. Wang

DOI: 10.1016/j.tet.2014.08.055

CrossRef

[	NS	]	Eurotium species XS-200900E6
[	mp	]
[	bp	]
[	α	] D
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Aromatics

Tecophilin

C78H89O45 = 1745

Tetrahedron 2014, 70, 8657

M. Mori, N. Miki, D. Ito, T. Kondo, K. Yoshida

DOI: 10.1016/j.tet.2014.09.046

CrossRef

[	NS	]	Tecophilaea cyanocrocus
[	mp	]
[	bp	]
[	α	] D
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Terpenes

Hexatenuin B

C31H44O4 = 480

Tetrahedron 2014, 70, 8312

A. Umeyama, C. Ohta, Y. Shino, M. Okada, Y. Nakamura, T. Hamagaki, H. Imagawa, M. Tanaka, A. Ishiyama, M. Iwatsuki, K. Otoguro, S. Ōmura, T. Hashimoto

DOI: 10.1016/j.tet.2014.09.013

CrossRef

[	NS	]	Hexagonia tenuis
[	mp	]
[	bp	]
[	α	] D	- 189   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antitrypanosomal activity

Terpenes

Hexatenuin A

C34H48O7 = 568

Tetrahedron 2014, 70, 8312

A. Umeyama, C. Ohta, Y. Shino, M. Okada, Y. Nakamura, T. Hamagaki, H. Imagawa, M. Tanaka, A. Ishiyama, M. Iwatsuki, K. Otoguro, S. Ōmura, T. Hashimoto

DOI: 10.1016/j.tet.2014.09.013

CrossRef

[	NS	]	Hexagonia tenuis
[	mp	]
[	bp	]
[	α	] D	- 208   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antitrypanosomal activity

Terpenes

Hexatenuin C

C35H52O8 = 600

Tetrahedron 2014, 70, 8312

A. Umeyama, C. Ohta, Y. Shino, M. Okada, Y. Nakamura, T. Hamagaki, H. Imagawa, M. Tanaka, A. Ishiyama, M. Iwatsuki, K. Otoguro, S. Ōmura, T. Hashimoto

DOI: 10.1016/j.tet.2014.09.013

CrossRef

[	NS	]	Hexagonia tenuis
[	mp	]
[	bp	]
[	α	] D	+ 4   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	antitrypanosomal activity

Alkaloids

Sallisonine D

C16H17NO3 = 271

Tetrahedron 2014, 70, 8893

Y.-H. Li, H.-M. Li, Y. Li, J. He, X. Deng, L.-Y. Peng, L.-H. Gao, Q.-S. Zhao, R.-T. Li, X.-D. Wu

DOI: 10.1016/j.tet.2014.09.088

CrossRef

[	NS	]	Sinomenium acutum
[	mp	]
[	bp	]
[	α	] D	- 21.8   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Eburnamonine, 19-Oxo-

C19H20N2O2 = 308

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	- 115   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vincamone, 19S-Hydroxy-Δ14-

C19H20N2O2 = 308

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	+ 27   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	inhibitory activity toward A549, HT29, HCT116

Alkaloids

Sallisonine E

C19H15NO4 = 321

Tetrahedron 2014, 70, 8893

Y.-H. Li, H.-M. Li, Y. Li, J. He, X. Deng, L.-Y. Peng, L.-H. Gao, Q.-S. Zhao, R.-T. Li, X.-D. Wu

DOI: 10.1016/j.tet.2014.09.088

CrossRef

[	NS	]	Sinomenium acutum
[	mp	]
[	bp	]
[	α	] D	- 22.4   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine I

C20H17N3O2 = 331

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	+ 31.7   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Kopsinic Acid, 5-Oxo-

C20H22N2O3 = 338

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	- 66   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine F

C20H22N2O3 = 338

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	+ 55.9   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]	cytotoxicity against A-549

Alkaloids

Kopsine, Na-Demethoxycarbonyl-12-methoxy-

C21H24N2O3 = 352

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	- 12   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Kopsinilam, 16-epi-

C21H24N2O3 = 352

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	+ 72   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Kopsinine, 5β-Hydroxy-

C21H26N2O3 = 354

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	- 38   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Kopsinine, 5,6-Seco-

C21H24N2O4 = 368

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	- 248   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Tubotaiwine, 14S-Hydroxy-19R-methoxy-

C21H26N2O4 = 370

Tetrahedron 2014, 70, 9099

M. Kitajima, M. Anbe, N. Kogure, S. Wongseripipatana, H. Takayama

DOI: 10.1016/j.tet.2014.10.002

CrossRef

[	NS	]	Kopsia jasminiflora
[	mp	]
[	bp	]
[	α	] D	+ 123   [ CHCl3 ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine H

C22H19N3O3 = 373

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	+ 51.3   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine C

C23H28N2O3 = 380

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	- 36.7   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine B

C22H26N2O4 = 382

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	+ 45.5   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine D

C22H26N2O4 = 382

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	- 15.2   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine G

C21H24N2O5 = 384

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	- 92.2   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine E

C23H26N2O5 = 410

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	+ 41.1   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

Alkaloids

Vinmajine A

C25H31N3O5 = 453

Tetrahedron 2014, 70, 8723

G.-G. Cheng, Y.-L. Zhao, Y. Zhang, P.-K. Lunga, D.-B. Hu, Y. Li, J. Gu, C.-W. Song, W.-B. Sun, Y.-P. Liu, X.-D. Luo

DOI: 10.1016/j.tet.2014.09.026

CrossRef

[	NS	]	Vinca major
[	mp	]
[	bp	]
[	α	] D	- 23.2   [ MeOH ]
[	Ph	]	uv Hnmr Cnmr ir Xray mass cd syn
[	act	]

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