Biologically active compounds from bryophytes

被引:136
作者
Asakawa, Yoshinori [1 ]
机构
[1] Tokushima Bunri Univ, Fac Pharmaceut Sci, Tokushima 7708514, Japan
关键词
liverworts; lipophilic terpenoids; acetogenins; bryophytes; cytotoxic;
D O I
10.1351/pac200779040557
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The bryophytes are placed taxonomically between algae and pteridophytes; there are about 24 000 species in the world. They are further divided into three classes, Musci (mosses, 14 000 species), Hepaticae (liverworts, 6000 species) and Anthocerotae (hornworts, 300 species). The Hepaticae contain cellular oil bodies which are easily extracted with organic solvents, while the other two classes do not. A number, of bryophytes (in particular, mosses) have widely been used as medicinal plants in China, to cure burns, bruises, external wounds, etc. [1-5]. The mosses and liverworts shown in Table 1 are medicinal plants and are said to possess certain biological activity and effect [1-5]. Some bryophytes show characteristic fragrant odors and an intense hot and bitter or saccharine-like taste. Generally, bryophytes are not damaged by insects, snails, slugs, and other small animals. Furthermore, some liverworts cause intense allergenic contact dermatitis and allelopathy. We have been interested in these biologically active substances found in bryophytes and have studied about 1000 species of liverworts collected in North and South Africa, North and South America, Argentina, Australia, Europe, French Polynesia, India, Japan, Madagascar, Nepal, New Zealand, Pakistan, and Taiwan, with respect to their chemistry, pharmacology, and application as sources of cosmetics, and medicinal or agricultural drugs. It has been demonstrated that most of the Hepaticae contain mainly lipophilic mono-, sesqui-, and diterpenoids, aromatic compounds (bibenzyls, bis-bibenzyls, benzoates, cinnamates, long-chain alkyl phenols, naphthalenes, phthalides, isocoumarins), and acetogenins which constitute the oil bodies. The biological activities of liverworts are due to these substances [6-10]. At present, over 400 new compounds have been isolated and their structures elucidated [6,10]. The biological characteristics of the terpenoids and aromatic compounds isolated from the liverworts in our laboratory are: (1) characteristic scents; (2) pungency and bitterness; (3) allergenic contact dermatitis; (4) cytotoxic, anti-HIV, and DNA polymerase P inhibitory; (5) antimicrobial and antifungal activity; (6) insect antifeedant activity, mortality, and nematocidal activity; (7) superoxide anion radical release inhibitory activity; (8) 5-lipoxygenase, calmodulin, hyaluroridase, cyclooxygenase inhibitory activity, and nitric oxide (NO) production inhibitory activity; (9) piscicidal and plant growth inhibitory activity; (10) neurotrophic activity; (11) muscle relaxing activity; (12) cathepsins B and L inhibitory activity; (13) cardiotonic and vasopressin antagonist activity; (14) antiobesity activity; and (15) synthesis of bioactive compounds from liverwort constituents will be discussed.
引用
收藏
页码:557 / 580
页数:24
相关论文
共 94 条
[51]   ent-Verticillane-type diterpenoids from the Japanese liverwort Jackiella java']javanica [J].
Nagashima, F ;
Kishi, K ;
Hamada, Y ;
Takaoka, S ;
Asakawa, Y .
PHYTOCHEMISTRY, 2005, 66 (14) :1662-1670
[52]   New sesquiterpenoid from the New Zealand liverwort Lepidozia spinosissima [J].
Nagashima, F ;
Sekiguchi, T ;
Asakawa, Y .
NATURAL PRODUCT RESEARCH, 2005, 19 (07) :679-683
[53]   Novel cytotoxic kaurane-type diterpenoids from the New Zealand liverwort Jungermannia species [J].
Nagashima, F ;
Kondoh, M ;
Fujii, M ;
Takaoka, S ;
Watanabe, Y ;
Asakawa, Y .
TETRAHEDRON, 2005, 61 (19) :4531-4544
[54]   New sesquiterpenoids from the New Zealand liverwort Chiloscyphus subporosus [J].
Nagashima, F ;
Murakami, M ;
Takaoka, S ;
Asakawa, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2004, 52 (08) :949-952
[55]   Terpenoids and aromatic compounds from the New Zealand liverworts Plagiochila, Schistochila, and Heteroscyphus species [J].
Nagashima, F ;
Sekiguchi, T ;
Takaoka, S ;
Asakawa, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2004, 52 (05) :556-560
[56]  
Nagashima F, 2003, J HATTORI BOT LAB, P197
[57]   ent-Isopimarane-type diterpenoids from the New Zealand liverwort Trichocolea mollissima [J].
Nagashima, F ;
Murakami, M ;
Takaoka, S ;
Asakawa, Y .
PHYTOCHEMISTRY, 2003, 64 (08) :1319-1325
[58]   Apoptosis-inducing properties of ent-kaurene-type diterpenoids from the liverwort Jungermannia truncata [J].
Nagashima, F ;
Kondoh, M ;
Kawase, M ;
Simizu, S ;
Osada, H ;
Fujii, M ;
Watanabe, Y ;
Sato, M ;
Asakawa, Y .
PLANTA MEDICA, 2003, 69 (04) :377-379
[59]   New ent-kaurene-type diterpenoids possessing cytotoxicity from the New Zealand liverwort Jungermannia species [J].
Nagashima, F ;
Kasai, W ;
Kondoh, M ;
Fujii, M ;
Watanabe, Y ;
Braggins, JE ;
Asakawa, Y .
CHEMICAL & PHARMACEUTICAL BULLETIN, 2003, 51 (10) :1189-1192
[60]   BITTER KAURANE-TYPE DITERPENE GLUCOSIDES FROM THE LIVERWORT JUNGERMANNIA-INFUSCA [J].
NAGASHIMA, F ;
TOYOTA, M ;
ASAKAWA, Y .
PHYTOCHEMISTRY, 1990, 29 (05) :1619-1623