Germacrone (1) forms part of a great number of essential oils, in some of them comprising more than 20% of the total oil. This compound presents a wide range of biological activities (CNS depressant, antiinflammatory, antiulcer, antifeedant, antibacterial, antifungal, antitumor, antitussive, vasodilator, choleretic, hepatoprotector), which are analyzed. The chemical reactivity of germacrone, including cyclization reactions, and complete synthesis are presented.
RovestiP. (1927) Researches on the ethereal oil of Geranium macrorrhizum L. of Bulgaria. Notiziario Chimico-Industriale, 2, 438–439;
2.
OgnyanovI, IvanovD. (1958) Bulgarian zdravets oil. Perfumery and Essential Oil Record, 49, 617–623;
3.
ChalchatJ, PetrovicSD, MaksimovicZA, GorunovicMS. (2002) A comparative study on essential oils of Geranium macrorrhizum L. and Geranium phaeum L., Geraniaceae from Serbia. Journal of Essential Oil Research, 14, 333–335;
4.
OgnyanovI, IvanovD. (1958) Bulgarian adravets oil. III. Its terpene compounds. Doklady Bolgarskoi Akademii Nauk, 11, 379–382;
5.
OgnyanovI, IvanovD. (1967) Constituents of the Bulgarian zdravets oil. Recent Developments in the Chemistry of Natural Carbon Compounds, 2, 47–62.
6.
WienhausH, ScholzH. (1929) New crystalline compounds from essential oils.Berichte der Schimmel & Co.Aktien-Gesellschaft, 269–282;
TreibsW. (1952) Bi- and polycyclic azulenes. XII. Germacrol, an azulene-forming sesquiterpene oxide obtained from geranium oil. Justus Liebigs Annalen der Chemie, 576, 116–124;
9.
OgnjanovI, IvanovD, HeroutV, HorakM, PlivaJ, SormF. (1957) The structure of germacrone (germacrol). Chemistry and Industry, 820–821;
10.
OgnjanovI, IvanovD, HeroutV, HorakM, PlivaJ, SormF. (1958) On terpenes. LXXXVIII. The structure of germacrone, the crystalline constituent of Bulgarian “Zdravets” oil. Collection of Czechoslovak Chemical Communications, 23, 2033–2045.
11.
HeroutV, HorakM, SchneiderB, SormF. (1959) Location of the double bonds in germacrone: some properties of its spectra. Chemistry and Industry, 1089–1090;
12.
OgnjanovI, HeroutV, HorakM, SormF. (1959) Terpenes. CIII. Constitution of β-elemenone from the Bulgarian geranium oil. Collection of Czechoslovak Chemical Communications, 24, 2371–2377;
13.
OhloffG. (1959) Zur pyrolyse des germacrons. Angewandte Chemie, 71, 162–163.
14.
OhloffG, HoffmannEG. (1961) The structure of germacrone and isogermacrone. Zeitschrift fuer Naturforschung, 16, 298–300.
15.
HikinoH, KonnoC, NagashimaT, KohamaT, TakemotoT. (1977) Stereoselective epoxidation of germacradienes by enzymes and selective transannular cyclization of gremacradienes and their epoxides. Chemical & Pharmaceutical Bulletin, 25, 6–18;
16.
HikinoH, KonnoC, NagashimaT, KohamaT, TakemotoT. (1971) Stereoselective epoxidation of germacrone by Cunninghamella blakesleeana. Tetrahedron Letters, 4, 337–340.
17.
CopeAC, GanellinCR, JohnsonHWJr, Van AukenTV, WinklerHJS. (1963) Molecular asymmetry of olefins. I. Resolution of trans-cyclooctene. Journal of the American Chemical Society, 85, 3276–3279;
18.
CopeAC, HechtJK, JohnsonHWJr, KellerH, WinklerHJS. (1966) Molecular asymmetry of olefins. V. Resolution of cis, trans-1,5-cyclooctadiene. Journal of the American Chemical Society, 88, 761–763;
19.
CopeAC, BanholzerK, KellerH, PawsonBA, WhangJJ, WinklerHJS. (1965) Molecular asymmetry of olefins. III. Optical stability of trans-cyclononene and trans-cyclodecene. Journal of the American Chemical Society, 87, 3644–3649.
20.
HillRK, FracheboudMG, SawadaS, CarlsonRM, YanSJ. (1978) Partial resolution of germacrone, an optically active disymmetric trans, trans-1,5-cyclodecadiene. Tetrahedron Letters, 11, 945–948.
21.
KubrakMN, NguyenTNT, NguyenMP. (1978) Study of the composition of essential oil of two species of Dracocephalum, Labiatae. Biologicheskie i Khimicheskie Nauki, 24–28;
22.
ZhangG, LingJ, CuiZ. (2007) Supercritical CO2 extraction of essential oil from Dracocephalum tanguticum Maxim and analysis by GC-MS. Journal of Liquid Chromatography & Related Technologies, 30, 287–292;
23.
AhmadiL, MirzaM. (2001) Volatile constituents of Dracocephalum aucheri Boiss. Journal of Essential Oil Research, 13, 202–203.
24.
KuroyanagiM, UenoA, UjiieK, SatoS. (1987) Structures of sesquiterpenes from Curcuma aromatica Salisb. Chemical & Pharmaceutical Bulletin, 35, 53–59;
25.
ChoudhurySN, GhoshAC, SaikiaM, ChoudhuryM. (1996) Volatile constituents of the aerial and underground parts of Curcuma aromatica Salisb. from India. Journal of Essential Oil Research, 8, 633–638;
26.
TianS, LiangW. (1985) Volatile oils of Zedoaria. IV: TLC densitometric determination of germacrone in the essential oil from Curcuma wenyujin and C. kwangsinensis. Zhongyao Tongbao, 10, 29–31;
27.
YamazakiM, MaebayashiY, IwaseN, KanekoT. (1988) Studies on pharmacologically active principles from Indonesian crude drugs. II. Hypothermic principles from Curcuma xanthorrhiza Roxb. Chemical & Pharmaceutical Bulletin, 36, 2075–2078;
ChenY, YuJ, FangH. (1983) Studies on Chinese curcumas. VI. Isolation and identification of three chemical constituents from Kwangsi turmeric (Curcuma kwangsiensis). Zhongcaoyao, 14, 534–535;
30.
ZhangS, YuJ, ChenY, FangH, ChenJ. (1986) Chinese curcuma. VII. Isolation and identification of four chemical constituents from tumeric (Curcuma aeruginosa). Zhongcaoyao, 17, 6–7;
31.
UeharaS, YasudaI, TakeyaK, ItokawaH. (1992) Terpenoids and curcuminoids of the rhizome of Curcuma xanthorrhiza Roxb. Yakugaku Zasshi, 112, 817–823;
32.
KyPT, van de VenLJM, LeclercqPA, Xuan DungN. (1994) Volatile constituents of the essential oil of Curcuma trichosantha Gagnep. from Vietnam. Journal of Essential Oil Research, 6, 213–214;
33.
DungNX, TuyetNTB, LeclercqPA. (1995) Characterization of the leaf oil of Curcuma aeruginosa Roxb. from Vietnam. Journal of Essential Oil Research, 7, 657–659;
34.
DungNX, TruongPX, KyPT, LeclercqPA. (1996) Chemical composition of the essential oils of Curcuma cochinchinensis Gagnep. from Vietnam. Chemical Research Communications, 5, 11–16;
35.
SiratHM, JamilS, RahmanAA. (1997) Rhizome oil of Curcuma ochrorhiza Val. Journal of Essential Oil Research, 9, 351–353. KojimaH, YanaiT, ToyotaA. (1998) Essential oil constituents from Japanese and Indian Curcuma aromatica rhizomes. Planta Medica, 64, 380–381;
36.
HuY, DuQ, TangQ. (1997) Study of chemical constituents of volatile oil from Curcuma longa by GC-MS. Zhongguo Yaoxue Zazhi (Beijing), 32 (Suppl.), 35–36;
37.
WongKC, ChongTC, CheeSG. (1999) Essential oil of Curcuma mangga Val. and van Zijp rhizomes. Journal of Essential Oil Research, 11, 349–351;
38.
SrivastavaAK, SrivastavaSK, ShahNC. (2001) Constituents of the rhizome essential oil of Curcuma amada Roxb. from India. Journal of Essential Oil Research, 13, 63–64;
39.
MalekSN, SengCK, ZakariaZ, AliNA, IbrahimH, JalilMN. (2006) The essential oil of Curcuma inodora aff. Blatter from Malaysia. Journal of Essential Oil Research, 18, 281–283;
40.
SrivastavaAK, SrivastavaSK, SyamsundarKV. (2006) Volatile composition of Curcuma angustifolia Roxb. rhizome from central and southern India. Flavour and Fragrance Journal, 21, 423–426;
41.
ZhouX, LiZ, LiangG, ZhuJ, WangD, CaiZ. (2007) Analysis of volatile components of Curcuma sichuanensis X. X. Chen by gas chromatography-mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis, 43, 440–444.
42.
DossRP, HathewayWH, HrutfiordBF. (1986) Composition of essential oils of some lipidote Rhododendrons. Phytochemistry, 25, 1637–1640;
LuY, WangY, BaiY. (1980) Study on the chemical composition of the essential oil of Rhododendron anthopogonoides Maxim. Huaxue Xuebao, 38, 140–148;
45.
PigulevskiiGV, BelovaNV. (1964) The essential oil of Rhododendron adamsi. Zhurnal Obshchei Khimii, 34, 1345–1348;
46.
SatarS. (1985) Analysis of essential oils from three Rhododendron species of the People's Republic of Mongolia. Pharmazie, 40, 432.
47.
BordoloiAK, SperkovaJ, LeclercqPA. (1999) Essential oils of Zingiber cassumunar Roxb. from northeast India. Journal of Essential Oil Research, 11, 441–445;
48.
SrivastavaAK, SrivastavaSK, ShahNC. (2000) Essential oil of Zingiber zarumbet (L.) Sm. from India. Journal of Essential Oil Research, 12, 595–597.
UlubelenA, GorenN, JakupovicJ. (1986) Germacrone derivatives from the fruits of Smyrnium creticum. Phytochemistry, 26, 312–313;
51.
MollekenU, SinnwellV, KubeczkaK-H. (1998) The essential oil composition of fruits from Smyrnium perfoliatum. Phytochemistry, 47, 1079–1083;
52.
BertoliA, PistelliL, MorelliI, FraternaleD, GiamperiL, RicciD. (2004) Volatile constituents of different parts (roots, stems and leaves) of Smyrnium olusatrum L. Flavour and Fragrance Journal, 19, 522–525.
53.
SylvestreM, PichetteA, LongtinA, NagauF, LegaultJ. (2006) Essential oil analysis and anticancer activity of leaf essential oil of Croton flavens L. from Guadeloupe. Journal of Ethnopharmacology, 103, 99–102.
54.
EndoJ, NagasawaM. (1974) Essential oil of Asarum caulescens. II. Yakugaku Zasshi, 94, 1574–1579.
55.
YehP-H. (1975) Essential oils. XVII. Oil of Pogostemon formosanus. II. Isolation and chemistry of germacrone. Journal of the Chinese Chemical Society (Taipei, Taiwan), 22, 237–42.
56.
TattjeDHE, BosR. (1981) Composition of the essential oil of Ledum palustre. Planta Medica, 41, 303–307.
PriottiZE, ZygadloJA, Ariza-EspinarL. (1997) Essential oils of Flourensia oolepis S. L. Blake. Journal of Essential Oil Research, 9, 345–347.
59.
RubertoG, TringaliC. (1998) Composition of the essential oil from the bark of Fagara macrophylla. Journal of Essential Oil Research, 10, 443–445.
60.
GargSN, KumarS. (1999) Volatile constituents from the flowers of Magnolia grandiflora L. from Lucknow, India. Journal of Essential Oil Research, 11, 633–634.
61.
BailacP, DuschatzkyC, PonziM, FirpoN. (1999) Essential oil of Hyptis mutabilis (Rich.) Briq. grown in San Luis, Argentina. Journal of Essential Oil Research, 11, 217–219.
62.
MarongiuB, PirasA, PorceddaS, ScorciapinoA. (2005) Chemical composition of the essential oil and supercritical CO2 extract of Commiphora myrrha (Noes) Engl. and of Acorus calamus L. Journal of Agricultural and Food Chemistry, 53, 7939–7943.
63.
ZhangW, GuoY-W, MolloE, CiminoG. (2005) Chemical studies on the terpenes from gorgonian Acanthogorgia vagae Aurivillius (II). Zhongguo Tianran Yaowu, 3, 280–283.
64.
Morteza-SemnaniK. (2006) Essential oil composition of Lallemantia iberica Fisch. et C. A. Mey. Journal of Essential Oil Research, 18, 164–165.
65.
TessoH, KoenigWA, SonPT, GiangPM. (2006) Composition of the essential oil of flowers of Chloranthus spicatus (Thunb.) Makino. Flavour and Fragrance Journal, 21, 592–597.
66.
OlaworeNO, UsmanLA, OgunwandeIA, AdelekeKA. (2006) Constituents of rhizome essential oils of two types of Cyperus articulatus L. grown in Nigeria. Journal of Essential Oil Research, 18, 604–606.
67.
WestonRJ. (2001) Composition of essential oils from seven New Zealand species of Metrosideros (Myrtaceae). Journal of Essential Oil Research, 13, 280–285.
68.
LoayzaI, AbujderD, ArandaR, JakupovicJ, CollinG, DeslauriersH, JeanF. (1995) Essential oils of Baccharis salicfolia, B. latifolia and B. dracunculifolia. Phytochemistry, 38, 381–389;
69.
LoayzaI, CollinG, GagnonM, DellacassaE. (1993) The essential oil of Baccharis latifolia, B. salicifolia from Bolivia, and B. dracunculifoila from Uruguay. Rivista Italiana, 4, 728–736.
70.
Von SchantzM, HiltunenR. (1971) Composition of essential oil from Ledum palustre including the geographic races, groenlandicum and decumbens. Scientia Pharmaceutica, 39, 137–146;
71.
BelleauF, CollinG. (1993) Composition of the essential oil of Ledum goenlandicum. Phytochemistry, 33, 117–121.
72.
DungNX, TruongPX, KyPT, LeclercqPA. (1997) Volatile constituents of the leaf, stem, rhizome, root and flower oils of Curcuma harmandii Gagnep. from Vietnam. Journal of Essential Oil Research, 9, 677–681.
73.
LeQB, TruongTT, TranDT, NguyenXD. (2004) The volatile components from the rhizome of Curcuma zedoaria Rosc. cultivated in Nghe An and Ha Tinh provinces. Tap Chi Duoc Hoc, 44, 9–11;
74.
PurkayasthaJ, NathSC, KlinkbyN. (2006) essential oil of the rhizome of Curcuma zedoaria (Christm.) Rosc. native to northeast India. Journal of Essential Oil Research, 18, 154–155.
75.
ZoghbiMDGB, AndradeEHA, SantosAS, SilvaMHL, MaiaJGS. (1998) Essential oil of Siparuna guianensis Aubl. Journal of Essential Oil Research, 10, 543–546;
76.
AntonioTM, WallerGR, MussinanCJ. (1984) Composition of essential oil from the leaves of Siparuna guianensis (Monimiaceae). Chemistry & Industry, 14, 514–515;
77.
AndradeEHA, ZoghbiMGB, MachadoLB. (2004) Seasonal variation of germacrone and atractylone in essential oil of Siparuna guianensis Aublet. Revista Braisileira de Plantas Medicinais, 6, 62–64.
78.
MaiaJGS, AndradeEHA, Da SilvaMHL, ZoghbiMGB. (1999) A new chemotype of Eugenia uniflora L. from north Brazil. Journal of Essential Oil Research, 11, 727–729;
79.
OgunwandeIA, OlaworeNO, EkundayoO, WalkerTM, SchmidtJM, SetzerWN. (2005) Studies on the essential oils composition, antibacterial and cytotoxicity of Eugenia uniflora L. International Journal of Aromatherapy, 15, 147–152;
80.
MeloRM, CorreaVFS, AmorimACL, MirandaALP, RezendeCM. (2007) Identification of impact aroma compounds in Eugenia uniflora L. (Brazilian pitanga) leaf essential oil. Journal of the Brazilian Chemical Society, 18, 179–183.
81.
BrophyJJ, GoldsackRJ, FookesCJR, ForsterPI. (2002) The leaf oils of the Australian species of Neolitsea (Lauraceae). Journal of Essential Oil Research, 14, 191–195.
CarltonRR, WatermanPG, GrayAI. (1992) Variation of leaf gland volatile oil within a population of sweet gale (Myrica gale) (Myricaceae). Chemoecology, 3, 45–54;
84.
SylvestreM, LegaultJ, LavoieS, PichetteA. (2006) Investigation of leaf essential oil of Myrica gale L. from Quebec: purification and analysis of oxygenated fractions. Journal of Essential Oil Research, 18, 38–41.
85.
ZhuS, YangY, YuH, YingY, LongD, ZouG. (2006) Chemical composition and antimicrobial activity of essential oil of Asarum caulescene. Wuhan University Journal of Natural Sciences, 11, 699–703.
86.
YehP-H. (1975) Essential oils. XVII. Oil of Pogostemon formosanus Oliv. II. Isolation and chemistry of germacrone. Journal of the Chinese Chemical Society, 22, 237–242.
87.
De GarciaLA, CalleJ, RegueroMT, Joseph-NathanP. (1989) Phytochemical study of Zanthoxylum monophyllum. Fitoterapia, 60, 447–450.
88.
YuJ, YuD, SunL, ZhangS, ZhengC, ChenY. (2001) Diterpenoids from Kaempferia marginata Carey. Journal of Chinese Pharmaceutical Sciences, 10, 61–64.
89.
TakahashiT, KitamuraK, NemotoH, TsujiJ, MiuraI. (1983) A first total synthesis of germacrone by intramolecular alkylation of protected cyanohydrin. Tetrahedron Letters, 24, 3489–3492.
90.
MinatoH, TakedaK, HoribeI. (1971) Preparation of some cis-1,trans-5-germacratriene derivatives. Journal of the Chemical Society: Chemical Communications, 87–88;
91.
TakedaK, HoribeI, MinatoH. (1973) Cope rearrangement of some germacrane-type furan sesquiterpenes. Part IV. Preparation of some cyclodeca-cis, trans-diene derivatives and their Cope rearrangements. Journal of Chemical Society, Perkin Transactions I, 2212–2220;
92.
ReijndersPJM, BuckH. (1978) Selective photochemical isomerizations of E,E-germacra-1(10),4,7(11)-trien-8-one. Recueil des Travaux Chimiques des Pays-Bas, 97, 263–264.
93.
SchefferJR, BoireBA (1969) Solution photochemistry. II. The photolysis of isogermacrone. Tetrahedron Letters, 45, 4005–4008.
94.
BozhkovaNV, OrahovatsAS. (1995) Base-induced isomerization of E,E-germacrone. Bulgarian Chemical Communications, 28, 358–365.
95.
TalmanE, VerwielPEJ, RitterFJ, PersoonsJ. (1978) Sex pheromones of the American cockroach, Periplaneta americana. Israel Journal of Chemistry, 17, 227–235.
96.
HorinakaA, NakashimaR, YoshikawaM, MatsuuraT. (1975) Photosensitized oxygenation of unconjugated cyclic dienes. Bulletin of the Chemical Society of Japan, 48, 2095–2098.
SakuiN, KuroyanagiM, IshitobiY, SatoM, UenoA. (1992) Biotransformation of sesquiterpenes by cultured cells of Curcuma zedoaria. Phytochemistry, 31, 143–147.
99.
AsakawaY, TakahashiH, ToyotaM. (1991) Biotransformation of germacrane-type sesquiterpenoids by Aspergillus niger. Phytochemistry, 30, 3993–3997.
100.
SakamotoS, TsuchiyaN, KuroyanagiM, UenoA. (1994) Biotransformation of germacrone by suspension cultured cells. Phytochemistry, 35, 1215–1219.
101.
ReichardtPB, AndersonBJ, ClausenTP, HoskinsLC. (1989) Thermal instability of germacrone: implications for gas chromatographic analysis of thermally unstable analytes. Canadian Journal of Chemistry, 67, 1174–1177.
102.
BrownED, SutherlandJK. (1968) Conversion of a germacrane into guaiane derivatives. Chemical Communications, 17, 1060–1061.
103.
BrownED, SolomonMD, SutherlandJK, TorreA. (1967) A possible intermediate in sesquiterpene biosynthesis. Chemical Communications, 3, 111–112;
104.
SutherlandJK. (1974) Regio- and stereo-specificity in the cyclisation of medium ring 1,5-dienes. Tetrahedron, 30, 1651–1660.
105.
TsankovaE, EnevV. (1987) Oxidative cyclization of germacrone. Tetrahedron, 43, 4425–4432.
106.
TsankovaE. (1988) Intramolecular cyclization of germacradienes. Izvestiya po Khimiya, 21, 120–127.
107.
TsankovaE, OgnyanovI, NorinT. (1980) Transannular cyclization of germacrone and isogermacrone via oxymercuration-demercuration. Tetrahedron, 36, 669–671.
108.
BrownED, SamTW, SutherlandJK, TorreA. (1975) Medium-ring 1,5-dienes. Part II. The radical and electrophile-induced cyclisation of germacra-1(10),4,7(11)-triene. Journal of Chemical Society, Perkin Transactions I, 2326–2332.
109.
TsankovaE, OgnyanovI, OrakhovatsA. (1980) The role of thionyl chloride as an intramolecular cyclization agent of 1,5-cyclodecadiene (germacrene) derivatives. Chemistry & Industry, 87–88.
110.
IguchiM, NiwaM, YamamuraS. (1973) Biogenetic-type cyclization reactions of germacrones in thiophenol. Tetrahedron Letters, 14, 1687–1690.
111.
ShinKH, KimON, WooWS. (1989) Isolation of hepatic drug metabolism inhibitors from rhizome of Curcuma zedoaria. Archives of Pharmaceutical Research, 12, 196–200.
112.
YamazakiM, MaebayashiY, IwaseN, KanekoT. (1989) Germacrone as central nervous system depressant. Japanese. Kokai Tokkyo Koho, JP01139527, 8 pp.
OzakiY. (1990) Antiinflammatory effect of Curcuma xanthorrhiza Roxb. and its active principles. Chemical & Pharmaceutical Bulletin, 38, 1045–1048.
115.
YamazakiM, MaebayashiY, IwaseN, KanekoT. (1988) Studies on pharmacologically active principles from Indonesian crude drugs. II. Hypothermic principle from Curcuma xanthorrhiza Roxb. Chemical & Pharmaceutical Bulletin, 36, 2075–2078.
116.
PhanMG, VanNH, PhanTS. (2000) Antimicrobial activity of sesquiterpene constituents from some Curcuma species of Vietnam. Tap Chi Hoa Hoc, 38, 91–94.
117.
CarltonRR, WatermanPG, GrayAI. (1992) The antifungal activity of the leaf gland volatile oil of sweet gale (Myrica gale) (Myricaceae). Chemoecology, 3, 45–54.
118.
YamaharaJ. (1999) Sesquiterpenes from Curcuma zedoaria for the treatment of hepatitis. Japanese Kokai Tokkyo Koho, JKXXAF JP 11021234 A 19990126, 4 pp.
119.
DossRP, LuthiR, HrutfiordBF. (1980) Germacrone, a sesquiterpene repellent to obscure root weevil from Rhododendron edgeworthii. Phytochemistry, 19, 2379–2380.
120.
OgunwandeIA, OlaworeNO, EkundayoO, WalkerTM, SchmidtJM, SetzerWN. (2005) Studies on the essential oils composition, antibacterial and cytotoxicity of Eugenia uniflora L. International Journal of Aromatherapy, 15, 147–152.
121.
LuY-C. (1980) Studies on the chemical constituents of the essential oil of Rhododendron tsinghaiense Ching. Huaxue Xuebao, 38, 241–249;
122.
LuY-C, WangY-L, BaiY-F. (1980) Study on the chemical composition of the essential oil of Rhododendron anthopogonoides Maxim. Huaxue Xuebao, 38, 140–148.
123.
ReichardtPB, BryantJP, AndersonBJ, PhillipsD, ClausenTP, MeyerM, FrisbyK. (1990) Germacrone defends Labrador tea browsing by snowshoe hares. Journal of Chemical Ecology, 16, 1961–1970.
124.
RangelovA, KosevP, MalakovP. (1989) Experimental study of essential oils from two varieties of cultivated thyme, sesquiterpene germacron and diterpene sclareol for cholagogic and choleretic activity. Folia Medica (Plovdiv), 31, 34–38;
125.
MatsudaH, KageuraT, MorikawaT, ToguchidaI, NinomiyaK, MurakamiT, YoshikawaM. (1999) Research for anti-Oketsu crude drugs, Zedoariae rhizoma, Saussureae radix, Nupharis rhizoma, and Rhei rhizoma: NO production inhibitory, vasorelaxant, and hepatoprotective constituents. Tennen Yuki Kagobutsu Toronkai Koen Yoshishu, 41, 217–222;
126.
MorikawaT, MatsudaH, NinomiyaK, YoshikawaM. (2002) Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-α. Biological & Pharmaceutical Bulletin, 25, 627–631.
127.
MatsudaH, MorikawaT, NinomiyaK, YoshikawaM. (2001) Absolute stereostructure of carabrane-type sesquiterpene and vasorelaxant-active sesquiterpenes from Zedoariae rhizoma. Tetrahedron, 57, 8443–8453;
128.
TanL-L, DaiY, ZhuL-J, TangH, ZhongW-Y. (2005) Filter additive with ability of reducing negative effect of tobacco smoke on human respiratory system. Yancao Keji, 23–27.