| Schisandraceae family contains two genera, Schisandra and Kadsura. There areabout 60 species all over the world, 31 species and 5 varities are distributed in China.In China, more than 20 Schisandraceae species are used for their medical properties.The fruits of S. chinensis and S. sphenanthera are accepted as "Wu-Wei-Zi" and"Nan-Wu-Wei-Zi", respectively, by the Chinese Pharmacopeia (2005) as tonic andantitussive agents. The fruits of other Schisandra plants, such as S. wilsoniana and S.rubriflora, are also used in Chinese folk medicine as the substitutions of "Wu-Wei-Zi".Stems and roots of Kadsura plants are often used as "Xue-Teng" for the treatment ofrheumatic arthritis, traumatic injury, gastric and duodenal ulcer, dysmenorrhea,abdominal pain, and related diseases.Lignans and triterpenes of Schisandraceae plants were reported to exhibit variousbiological activities, including lowering SGPT level, protecting liver from chemicaldamage, modulating the central nerve system, anti-lipid peroxidation, calcium.antagonism, antitumor-promoting effect. Recently, some lignans and triterpenes fromthe Kadsura and Schisdandra plants were found to have significant anti-HIV andanti-HBV effects. In order to find more antiviral compounds from the Schisandraceaeplants, Kadsura induta and Schisandra wilsoniana, two species indigenous to SouthChina, were investigated phytochemically for the bioactive principles. 28 newcompounds, as well as 38 known compounds were isolated from Kadsura induta andSchisandra wilsoniana. Anti-HBV and anti-HIV bioassay was performed with 36compounds isolated from the stems of K. induta and S. wilsoniana. 12 compounds,such as schisantherin C, schisanwilsonene A, deoxyschisandrin, kadsurindutin A,kadsulignan L, neokadsuranin, gomisin O and schisanwilsonin D, were found toshowed anti-HBV activity. Schisantherin C, schisanwilsonene A and deoxyschisandrinexhibited significant anti-HBV effects. Schisanwilsonene A is a new sesquiterpenoidwith carotane type, which is found in the Schisandraceae plants for the first time.1. Phytochemical investigation on the ether soluble extract of the stems of Kadsura induta led to the isolation and identification of 11 compounds, including 8lignans and 3 triterpenes, their structuries were elucidated with UV, IR, CD, MS andNMR spectra. They are kadsurindutin A (F254), kadsurindutin B (F254),kadsurindutin C (F34), schisantherin L (F196), schisantherin P (F252), kadsulignan L(F165), neokadsuranin (F164), kadindutic acid (F93-97G), epianwuweizic acid (F210),anwuweizonic acid (F123) and (±)5, 8-epoxyl-6, 7-dimethyl-2′, 3′, 2″, 3″-dimethylene-dioxy-4′, 1″-dimethyl-1, 2:3, 4-dibenzo-1, 3-cyclooctadiene (F166). Kadsurindutins A-Cand kadindutic acid are new compounds, and other compounds are isolated from thisspecies for the first time.2. Phytochemical investigation on the ether soluble extract of the fruits of K.induta led to the isolation and identification of 10 compounds, includingkadsurindutin D (KI97), kadsurindutin E (KI122), kadsurindutin F (KI144),kadsurindutin G (KI145), meso-dihydroguaiaretic acid (KI114), (+)-anwuligan(KI100), schisanlactone B (KI113), d-epigalbacine (KI15), 2-transabscisic acid(KI142), trans-6-hydroxy-p-menth-1-en-3-one (KI116). Kadsurindutins D-G are newcompounds, and other compounds are isolated from this species for the first time.Kadsurindutin F and kadsurindutin G are novel dibenzylbutane lignans withCH3COCH2 and OH at C(4′), with ketone at C(3′), which are found in thedibenzylbutanes for the first time.3. Phytochemical investigation on the ether soluble extract of the fruits ofSchisandra wilsoniana led to the isolation and identification of 26 compounds,including deoxyschisandrin (HQ18), wuweizisu C (HQ8-0), (+)-gominsin K3 (HQ76),rubschisantherin (HQ25-2), (-)-gomisin K1 (HQ28), gomisin O (HQ40-4e),figloylgomisin P (HQ40-4f), schisantherin C (HQ103-1), schisantherin A (HQ 103-4),gomisin S (HQ114-5), gomisin H (HQ128-1), wulignan A1 (HQ128-3b), gomisin J(HQ40-12), schisanwilsonin A (HQ10-2), schisanwilsonin B (HQ25-1),schisanwilsonin C (HQS-1), schisanwilsonin D (HQ128-3), schisanwilsonin E(HQ103-3b), schisanwilsonin F (HQ128-5), schisanwilsonin G (HQ128-2),schisanwilsonin H (HQ103-6), schisanwilsonin I (HQ103-3a), schisanwilsonin J(HQ103-7), schisanwilsonene A (HQ128-4), schisanwilsonene B, (HQ40-4b),schisanwilsonene C (HQ80-1). Schisanwilsonenes A-C are sesquiterpenoids and othercompounds are lignans. Schisanwilsonins A-J and schisanwilsonenes A-C are new compounds, and other compounds are isolated from this species for the first time.It is the first time to find dibenzocyclooctane lignans with alkoxyl group at C(6)for the dibenzocyclooctane lignans. Schisanwilsonenes A-C are carotane typesesquiterpenoids, which are found in the Schisandraceae plants for the first time.4. Phytochemical investigation on the ether soluble extract of the stems of S.wilsoniana led to the isolation and identification of 27 compounds, includingschisanwilsonin K (HQT32), schisanwilsonin L (HQT38-3-1), schisanwilsonin M(HQT38-3-2), schisanwilsonin N (HQT38-6), schisanwilsonin O (HQT86-4-2b),schisanwilsonin P (HQT86-5), schisanwilsonin Q (HQT98-4), schisanwilsonin C(HQT23), schizandrin (HQT63), d-epigalbacine (HQT12), interiotherin B (HQT60),deoxyschisandrin (HQT31), gomisin O (HQT76), wuweizi C (HQT13), schisantherinB (HQT68-3), gomisin J (HQT64), schisantherin D (HQT68-2), angeloygomisin R(HQT25), acetylgomisin R (HQT38-2), schisantherin C (HQT66-1-2),rubschisantherin (HQT86-2), (+)-gomisin M2 (HQT86-4-2a), schisantherin A (HQT98), gomisin R (HQT87-1), gomisin D (HQT100), gomisin U (HQT98-1), quercetin(HQT105). Schisanwilsonin C and schisanwilsonins K-Q are new compounds, andother compounds are isolated from this species for the first time.5. Anti-HBV bioassay was performed with 36 compounds and Anti-HIVbioassay was performed with 33 compounds isolated from K. induta and S.wilsoniana. Schisantherin C, schisanwilsonene A and deoxyschisandrin were found toshow significant antiviral effect on hepatitis B virus in vitro with inhibitory potencyagainst HBsAg secretion at 59.0％, 76.5％, 67.4％and HBeAg secretion at 34.7％,28.9％and 48.7％, respectively, at a concentration of 50μg/ml. Gomisin O exhibitedmoderate antiviral effect on hepatitis B virus with inhibitory potency against HBsAgsecretion at 37.1％, and HBeAg secretion at 32.6％, at the concentration of 50μg/ml.kadsulignan L, neokadsuranin and schisanwilsonin D showed antiviral effect onhepatitis B virus in vitro with inhibitory potency against HBsAg secretion at 36.5％,32.6％and 28.8％, respectively, at a concentration of 100μg/ml, kadsurindutin Ashowed antiviral effect on hepatitis B virus in vitro with inhibitory potency againstHBsAg secretion at 35.4％at a concentration of 200μg/ml, which were a little higherthan that of the positive control lamivudine, however, their inhibiting HBeAgsecretions were lower than that of the positive control. Gomisin S and schisanwilsonene B displayed HBsAg effects at 40.7％and 58.6％, at a concentrationof 100μg/ml. Gomisin K3 displayed HBsAg effects at 45.0％, at a concentration of 25μg/ml. Wuweizisu C and schisantherin D showed moderate anti-HIV effects with TIvalues 11.98 and 9.93, respectively.66 compounds, including 28 new compounds were isolated and identified from K.induta and S. wilsoniana. 12 compounds as schisantherin C, schisanwilsonene A,deoxyschisandrin, gomisin O, kadsulignan L, neokadsuranin, schisanwilsonin D,kadsurindutin A, gomisin S, schisandrin, schisanwilsonene B and gomisin K3 werefound to show antiviral effect on hepatitis B virus by anti,HBV bioassay.Schisantherin C, schisanwilsonene A and deoxyschisandrin exhibited significantanti-HBV activity.
|
PDF Full Text Request