New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus

doi:10.1007/s13659-017-0130-1

应用天然产物 ›› 2017, Vol. 7 ›› Issue (3): 269-273.DOI: 10.1007/s13659-017-0130-1

• Original article • 上一篇下一篇

New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus

Michel Feussi Tala¹, Jianchun Qin^1,2, Joseph T. Ndongo¹, Hartmut Laatsch¹

1. Institute of Organic and Biomolecular Chemistry, University of Goettingen, Tammannstrasse 2, 37077 Göttingen, Germany;
2. School of Plant Science, Jilin University, Xian Road No. 5333, Changchun 130062, Jilin, People's Republic of China

收稿日期:2017-03-20 修回日期:2017-04-27 出版日期:2017-06-24 发布日期:2018-02-06
通讯作者: Hartmut Laatsch,e-mail:hlaatsc@gwdg.de
基金资助:
We thank Dr.H.Frauendorf and Dr.M.John for MS and NMR measurements,respectively.JQ thanks the Natural Science Foundation for a Chinese Government Scholarship Fund for Study Abroad (31470414,20140101126JC).

New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus

Michel Feussi Tala¹, Jianchun Qin^1,2, Joseph T. Ndongo¹, Hartmut Laatsch¹

Institute of Organic and Biomolecular Chemistry, University of Goettingen, Tammannstrasse 2, 37077 Göttingen, Germany

Received:2017-03-20 Revised:2017-04-27 Online:2017-06-24 Published:2018-02-06
Supported by:
We thank Dr.H.Frauendorf and Dr.M.John for MS and NMR measurements,respectively.JQ thanks the Natural Science Foundation for a Chinese Government Scholarship Fund for Study Abroad (31470414,20140101126JC).

摘要/Abstract

摘要： In the ¹H NMR-guided fractionation of extracts from the edible mushroom Lactarius deliciosus, two new azulene-type sesquiterpenoids, 7-isopropenyl-4-methyl-azulene-1-carboxylic acid (1) and 15-hydroxy-3,6-dihydrolactarazulene (2), together with seven known compounds were characterized. Their structures were determined on basis of spectroscopic evidence, as well as by comparing with literature data. Amongst the known metabolites, the ¹³C NMR assignment of 15-hydroxy-6,7-dihydrolactarazulene (3) is reported here for the first time. Moreover, 7-acetyl-4-methylazulene-1-carbaldehyde (5) displayed a moderate antibacterial activity against Staphylococcus aureus.

关键词: Lactarius deliciosus, Fungal pigments, Azulene sesquiterpenoids, Antibacterial activity

Abstract: In the ¹H NMR-guided fractionation of extracts from the edible mushroom Lactarius deliciosus, two new azulene-type sesquiterpenoids, 7-isopropenyl-4-methyl-azulene-1-carboxylic acid (1) and 15-hydroxy-3,6-dihydrolactarazulene (2), together with seven known compounds were characterized. Their structures were determined on basis of spectroscopic evidence, as well as by comparing with literature data. Amongst the known metabolites, the ¹³C NMR assignment of 15-hydroxy-6,7-dihydrolactarazulene (3) is reported here for the first time. Moreover, 7-acetyl-4-methylazulene-1-carbaldehyde (5) displayed a moderate antibacterial activity against Staphylococcus aureus.

Key words: Lactarius deliciosus, Fungal pigments, Azulene sesquiterpenoids, Antibacterial activity

Michel Feussi Tala, Jianchun Qin, Joseph T. Ndongo, Hartmut Laatsch. New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus[J]. 应用天然产物, 2017, 7(3): 269-273.

Michel Feussi Tala, Jianchun Qin, Joseph T. Ndongo, Hartmut Laatsch. New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus[J]. Natural Products and Bioprospecting, 2017, 7(3): 269-273.

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New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus

New Azulene-Type Sesquiterpenoids from the Fruiting Bodies of Lactarius deliciosus

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