Two New Eremophilane-Type Sesquiterpenoids from Japanese Liverwort Bazzania japonica

被引：1

作者：

Fukada, Ryosuke ^{[1
]}

Kawano, Jin ^{[1
]}

Tsuruta, Tomoki ^{[2
]}

Nonaka, Takuto ^{[1
]}

Sato, Kosuke ^{[1
]}

Miyajima, Susumu ^{[1
]}

Ishigami, Shinnosuke ^{[3
]}

Ishii, Takahiro ^{[3
,4
]}

Nishikawa, Keisuke ^{[2
]}

Asakawa, Yoshinori ^{[5
]}

Kamada, Takashi ^{[1
]}

机构：

[1] Shizuoka Inst Sci & Technol, Fac Sci & Technol, 2200-2 Toyosawa, Fukuroi, Shizuoka 4378555, Japan

[2] Osaka Metropolitan Univ, Grad Sch Sci, Dept Chem, 3-3-138,Sugimoto,Sumiyoshi Ku, Osaka 5588585, Japan

[3] Kagoshima Univ, United Grad Sch Agr Sci, 1-21-24,Korimoto, Kagoshima 8900065, Japan

[4] Univ Ryukyus, Fac Agr, 1 Senbaru, Nishihara, Okinawa 9030213, Japan

[5] Tokushima Bunri Univ, Fac Pharmaceut Sci, Yamashiro Cho, Tokushima 7708514, Japan

来源：

CHEMISTRY & BIODIVERSITY | 2023年 / 20卷 / 04期

关键词：

liverwort; Bazzania; sesquiterpenoid; eremophilane; insect repellent; CHEMICAL-CONSTITUENTS; MALAGASY LIVERWORTS; BRYOPHYTES; CHEMOSYSTEMATICS; CAFFEATE;

D O I：

10.1002/cbdv.202300131

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Two new eremophilane-type sesquiterpenoids, fusumaols A (1) and B (2), were isolated from the stem-leafy liverwort, Bazzania japonica collected in Mori-Machi, Shizuoka, Japan. Their structures were established using extensive spectroscopic (IR, MS, and 2D NMR) data, and the absolute configuration of 1 was determined by the modified Mosher's method. This is the first time eremophilanes have been discovered in the liverwort genus Bazzania. Compounds 1 and 2 were evaluated for their repellent activity against the adult population of the rice weevil Sitophilus zeamais using the modified filter paper impregnation method. Both sesquiterpenoids showed moderate repellent activities.

引用

页数：6

共 18 条

[1] ASAKAWA Y, 1976, Miscellanea Bryologica et Lichenologica, V7, P99
[2] CHEMOSYSTEMATICS OF BRYOPHYTES .47. TERPENOIDS AND AROMATIC-COMPOUNDS FROM SELECTED EAST MALAYSIAN LIVERWORTS
ASAKAWA, Y
LIN, XH
KONDO, K
FUKUYAMA, Y
[J]. PHYTOCHEMISTRY, 1991, 30 (12) : 4019 - 4024
[3] SESQUITERPENOIDS FROM THE LIVERWORT BAZZANIA-JAPONICA
ASAKAWA, Y
TOYOTA, M
UEDA, A
TORI, M
FUKAZAWA, Y
[J]. PHYTOCHEMISTRY, 1991, 30 (09) : 3037 - 3040
[4] Chemical Constituents of Bryophytes: Structures and Biological Activity
Asakawa, Yoshinori
Ludwiczuk, Agnieszka
[J]. JOURNAL OF NATURAL PRODUCTS, 2018, 81 (03): : 641 - 660
[5] Phytochemical and biological studies of bryophytes
Asakawa, Yoshinori
Ludwiczuk, Agnieszka
Nagashima, Fumihiro
[J]. PHYTOCHEMISTRY, 2013, 91 : 52 - 80
[6] Asakawa Yoshinori, 2013, Prog Chem Org Nat Prod, V95, P1
[7] A cytotoxic sesquiterpene caffeate from the liverwort Bazzania novae-zelandiae
Burgess, EJ
Larsen, L
Perry, NB
[J]. JOURNAL OF NATURAL PRODUCTS, 2000, 63 (04): : 537 - 539
[8] Evolutionary trends in the simple thalloid liverworts (Marchantiophyta, Jungermanniopsida subclass Metzgeriidae)
Crandall-Stotler, BJ
Forrest, LL
Stotler, RE
[J]. TAXON, 2005, 54 (02) : 299 - 316
[9] Chemical constituents of Malagasy liverworts:: Cyclomyltaylanoids from Bazzania madagassa
Harinantenaina, Liva
Kurata, Ritsu
Takaoka, Shigeru
Asakawa, Yoshinori
[J]. PHYTOCHEMISTRY, 2006, 67 (24) : 2616 - 2622
[10] Chemical constituents of malagasy liverworts. : 6. : A myltaylane caffeate with nitric oxide inhibitory activity from Bazzania nitida
Harinantenaina, Liva
Asakawa, Yoshinori
[J]. JOURNAL OF NATURAL PRODUCTS, 2007, 70 (05): : 856 - 858

← 1 2 →