Four new diterpenoid alkaloids from Aconitum japonicum subsp. subcuneatum

Diterpenoid alkaloids with remarkable chemical properties and biological activities are frequently found in plants of the genera Aconitum, Delphinium, and Garrya. Accordingly, several diterpenoid alkaloid constituents of Aconitum and Delphinium plants as well as their derivatives exhibited cytotoxic activity against lung, prostate, nasopharyngeal, and vincristine-resistant nasopharyngeal cancer cell lines. Four new C19-diterpenoid alkaloids, 14-anisoyllasianine (1), 14-anisoyl-N-deethylaconine (2), N-deethylaljesaconitine A (3), and N-deethylnevadensine (4), together with 17 known C19- and C20-diterpenoid alkaloids, were isolated in a phytochemical investigation of rhizoma of Aconitum japonicum THUNB. subsp. subcuneatum (NAKAI) KADOTA. Their structures were elucidated by extensive spectroscopic methods including NMR (1D and 2D), IR, and MS (HRMS). Eight known diterpenoid alkaloids, lipoaconitine, lipomesaconitine, aconine, nevadenine, talatisamine, nevadensine, ryosenamine, and dehydrolucidusculine, were isolated the first time from A. japonicum subsp. subcuneatum. Three of the new C19-diterpenoid alkaloids (1, 3, 4) and six of the known diterpenoid alkaloids were evaluated for cytotoxic activity against five human tumor cell lines.

Medienart:

E-Artikel

Erscheinungsjahr:

2018

Erschienen:

2018

Enthalten in:

Zur Gesamtaufnahme - volume:72

Enthalten in:

Journal of natural medicines - 72(2018), 1 vom: 19. Jan., Seite 230-237

Sprache:

Englisch

Beteiligte Personen:

Yamashita, Hiroshi [VerfasserIn]
Takeda, Keiko [VerfasserIn]
Haraguchi, Machiko [VerfasserIn]
Abe, Yuki [VerfasserIn]
Kuwahara, Natsumi [VerfasserIn]
Suzuki, Shota [VerfasserIn]
Terui, Ayaka [VerfasserIn]
Masaka, Takumi [VerfasserIn]
Munakata, Naoko [VerfasserIn]
Uchida, Mariko [VerfasserIn]
Nunokawa, Masashi [VerfasserIn]
Kaneda, Kyousuke [VerfasserIn]
Goto, Masuo [VerfasserIn]
Lee, Kuo-Hsiung [VerfasserIn]
Wada, Koji [VerfasserIn]

Links:

Volltext

Themen:

14-Anisoyl-N-deethylaconine
14-Anisoyllasianine
Aconitum japonicum subsp. subcuneatum
Alkaloids
Cytotoxicity
Diterpenes
Drugs, Chinese Herbal
Journal Article
N-deethylaljesaconitine A
N-deethylnevadensine

Anmerkungen:

Date Completed 24.04.2018

Date Revised 09.01.2021

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1007/s11418-017-1139-9

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM277204658