SrasV1, PascalFrancis, Corpus, bibRecord, 000052

Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

Identifieur interne : 000052 ( PascalFrancis/Corpus ); précédent : 000051; suivant : 000053

Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

Auteurs : Li-Jun Wang ; Chang-An Geng ; Yun-Bao Ma ; Xiao-Yan Huang ; JIE LUO ; HAO CHEN ; Xue-Mei Zhang ; Ji-Jun Chen

Source :

Bioorganic & medicinal chemistry letters : (Print) [ 0960-894X ] ; 2012.

RBID : Pascal:12-0355115

Descripteurs français

Pascal (Inist)
- Synthèse chimique, Activité biologique, Relation structure activité, Enoxolone, Antiviral, Virus hépatite B, Antiinflammatoire, Dérivé de l'oléanane, Triterpène, Terpénoïde.

English descriptors

KwdEn :
- Antiinflammatory agent, Antiviral, Biological activity, Chemical synthesis, Enoxolone, Hepatitis B virus, Oleanane derivatives, Structure activity relation, Terpenoid, Triterpene.

Abstract

Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC₅₀ values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.

Notice en format standard (ISO 2709)

Pour connaître la documentation sur le format Inist Standard.

A01	`01`	`1`		`@0 0960-894X`
A03		`1`		`@0 Bioorg. med. chem. lett. : (Print)`
A05				`@2 22`
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A08	`01`	`1`	`ENG`	`@1 Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents`
A11	`01`	`1`		`@1 WANG (Li-Jun)`
A11	`02`	`1`		`@1 GENG (Chang-An)`
A11	`03`	`1`		`@1 MA (Yun-Bao)`
A11	`04`	`1`		`@1 HUANG (Xiao-Yan)`
A11	`05`	`1`		`@1 JIE LUO`
A11	`06`	`1`		`@1 HAO CHEN`
A11	`07`	`1`		`@1 ZHANG (Xue-Mei)`
A11	`08`	`1`		`@1 CHEN (Ji-Jun)`
A14	`01`			`@1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences @2 Kunming 650201 @3 CHN @Z 1 aut. @Z 2 aut. @Z 3 aut. @Z 4 aut. @Z 5 aut. @Z 6 aut. @Z 7 aut. @Z 8 aut.`
A14	`02`			`@1 Graduate University of the Chinese Academy of Sciences @2 Beijing 100049 @3 CHN @Z 1 aut. @Z 6 aut.`
A20				`@1 3473-3479`
A21				`@1 2012`
A23	`01`			`@0 ENG`
A43	`01`			`@1 INIST @2 22446 @5 354000507721860170`
A44				`@0 0000 @1 © 2012 INIST-CNRS. All rights reserved.`
A45				`@0 41 ref.`
A47	`01`	`1`		`@0 12-0355115`
A60				`@1 P`
A61				`@0 A`
A64	`01`	`1`		`@0 Bioorganic & medicinal chemistry letters : (Print)`
A66	`01`			`@0 NLD`
C01	`01`		`ENG`	@0 Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC₅₀ values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.
C02	`01`	`X`		`@0 002B02S05`
C03	`01`	`X`	`FRE`	`@0 Synthèse chimique @5 01`
C03	`01`	`X`	`ENG`	`@0 Chemical synthesis @5 01`
C03	`01`	`X`	`SPA`	`@0 Síntesis química @5 01`
C03	`02`	`X`	`FRE`	`@0 Activité biologique @5 02`
C03	`02`	`X`	`ENG`	`@0 Biological activity @5 02`
C03	`02`	`X`	`SPA`	`@0 Actividad biológica @5 02`
C03	`03`	`X`	`FRE`	`@0 Relation structure activité @5 03`
C03	`03`	`X`	`ENG`	`@0 Structure activity relation @5 03`
C03	`03`	`X`	`SPA`	`@0 Relación estructura actividad @5 03`
C03	`04`	`X`	`FRE`	`@0 Enoxolone @2 NK @2 FR @5 04`
C03	`04`	`X`	`ENG`	`@0 Enoxolone @2 NK @2 FR @5 04`
C03	`04`	`X`	`SPA`	`@0 Enoxolona @2 NK @2 FR @5 04`
C03	`05`	`X`	`FRE`	`@0 Antiviral @5 05`
C03	`05`	`X`	`ENG`	`@0 Antiviral @5 05`
C03	`05`	`X`	`SPA`	`@0 Antiviral @5 05`
C03	`06`	`X`	`FRE`	`@0 Virus hépatite B @2 NW @5 06`
C03	`06`	`X`	`ENG`	`@0 Hepatitis B virus @2 NW @5 06`
C03	`06`	`X`	`SPA`	`@0 Hepatitis B virus @2 NW @5 06`
C03	`07`	`X`	`FRE`	`@0 Antiinflammatoire @5 23`
C03	`07`	`X`	`ENG`	`@0 Antiinflammatory agent @5 23`
C03	`07`	`X`	`SPA`	`@0 Antiinflamatorio @5 23`
C03	`08`	`X`	`FRE`	`@0 Dérivé de l'oléanane @2 NK @5 24`
C03	`08`	`X`	`ENG`	`@0 Oleanane derivatives @2 NK @5 24`
C03	`08`	`X`	`SPA`	`@0 Oleanano derivado @2 NK @5 24`
C03	`09`	`X`	`FRE`	`@0 Triterpène @5 25`
C03	`09`	`X`	`ENG`	`@0 Triterpene @5 25`
C03	`09`	`X`	`SPA`	`@0 Triterpeno @5 25`
C03	`10`	`X`	`FRE`	`@0 Terpénoïde @2 FX @5 26`
C03	`10`	`X`	`ENG`	`@0 Terpenoid @2 FX @5 26`
C03	`10`	`X`	`SPA`	`@0 Terpenoide @2 FX @5 26`
C07	`01`	`X`	`FRE`	`@0 Orthohepadnavirus @2 NW`
C07	`01`	`X`	`ENG`	`@0 Orthohepadnavirus @2 NW`
C07	`01`	`X`	`SPA`	`@0 Orthohepadnavirus @2 NW`
C07	`02`	`X`	`FRE`	`@0 Hepadnaviridae @2 NW`
C07	`02`	`X`	`ENG`	`@0 Hepadnaviridae @2 NW`
C07	`02`	`X`	`SPA`	`@0 Hepadnaviridae @2 NW`
C07	`03`	`X`	`FRE`	`@0 Virus @2 NW`
C07	`03`	`X`	`ENG`	`@0 Virus @2 NW`
C07	`03`	`X`	`SPA`	`@0 Virus @2 NW`
N21				`@1 275`
N44	`01`			`@1 OTO`
N82				`@1 OTO`

Format Inist (serveur)

NO :	PASCAL 12-0355115 INIST
ET :	Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents
AU :	WANG (Li-Jun); GENG (Chang-An); MA (Yun-Bao); HUANG (Xiao-Yan); JIE LUO; HAO CHEN; ZHANG (Xue-Mei); CHEN (Ji-Jun)
AF :	State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences/Kunming 650201/Chine (1 aut., 2 aut., 3 aut., 4 aut., 5 aut., 6 aut., 7 aut., 8 aut.); Graduate University of the Chinese Academy of Sciences/Beijing 100049/Chine (1 aut., 6 aut.)
DT :	Publication en série; Niveau analytique
SO :	Bioorganic & medicinal chemistry letters : (Print); ISSN 0960-894X; Pays-Bas; Da. 2012; Vol. 22; No. 10; Pp. 3473-3479; Bibl. 41 ref.
LA :	Anglais
EA :	Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC₅₀ values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.
CC :	002B02S05
FD :	Synthèse chimique; Activité biologique; Relation structure activité; Enoxolone; Antiviral; Virus hépatite B; Antiinflammatoire; Dérivé de l'oléanane; Triterpène; Terpénoïde
FG :	Orthohepadnavirus; Hepadnaviridae; Virus
ED :	Chemical synthesis; Biological activity; Structure activity relation; Enoxolone; Antiviral; Hepatitis B virus; Antiinflammatory agent; Oleanane derivatives; Triterpene; Terpenoid
EG :	Orthohepadnavirus; Hepadnaviridae; Virus
SD :	Síntesis química; Actividad biológica; Relación estructura actividad; Enoxolona; Antiviral; Hepatitis B virus; Antiinflamatorio; Oleanano derivado; Triterpeno; Terpenoide
LO :	INIST-22446.354000507721860170
ID :	12-0355115

Links to Exploration step

Pascal:12-0355115

Le document en format XML

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<profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Antiinflammatory agent</term>
<term>Antiviral</term>
<term>Biological activity</term>
<term>Chemical synthesis</term>
<term>Enoxolone</term>
<term>Hepatitis B virus</term>
<term>Oleanane derivatives</term>
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<keywords scheme="Pascal" xml:lang="fr"><term>Synthèse chimique</term>
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<term>Antiviral</term>
<term>Virus hépatite B</term>
<term>Antiinflammatoire</term>
<term>Dérivé de l'oléanane</term>
<term>Triterpène</term>
<term>Terpénoïde</term>
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<front><div type="abstract" xml:lang="en">Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC<sub>50</sub>
 values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.</div>
</front>
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<inist><standard h6="B"><pA><fA01 i1="01" i2="1"><s0>0960-894X</s0>
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<fA03 i2="1"><s0>Bioorg. med. chem. lett. : (Print)</s0>
</fA03>
<fA05><s2>22</s2>
</fA05>
<fA06><s2>10</s2>
</fA06>
<fA08 i1="01" i2="1" l="ENG"><s1>Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents</s1>
</fA08>
<fA11 i1="01" i2="1"><s1>WANG (Li-Jun)</s1>
</fA11>
<fA11 i1="02" i2="1"><s1>GENG (Chang-An)</s1>
</fA11>
<fA11 i1="03" i2="1"><s1>MA (Yun-Bao)</s1>
</fA11>
<fA11 i1="04" i2="1"><s1>HUANG (Xiao-Yan)</s1>
</fA11>
<fA11 i1="05" i2="1"><s1>JIE LUO</s1>
</fA11>
<fA11 i1="06" i2="1"><s1>HAO CHEN</s1>
</fA11>
<fA11 i1="07" i2="1"><s1>ZHANG (Xue-Mei)</s1>
</fA11>
<fA11 i1="08" i2="1"><s1>CHEN (Ji-Jun)</s1>
</fA11>
<fA14 i1="01"><s1>State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences</s1>
<s2>Kunming 650201</s2>
<s3>CHN</s3>
<sZ>1 aut.</sZ>
<sZ>2 aut.</sZ>
<sZ>3 aut.</sZ>
<sZ>4 aut.</sZ>
<sZ>5 aut.</sZ>
<sZ>6 aut.</sZ>
<sZ>7 aut.</sZ>
<sZ>8 aut.</sZ>
</fA14>
<fA14 i1="02"><s1>Graduate University of the Chinese Academy of Sciences</s1>
<s2>Beijing 100049</s2>
<s3>CHN</s3>
<sZ>1 aut.</sZ>
<sZ>6 aut.</sZ>
</fA14>
<fA20><s1>3473-3479</s1>
</fA20>
<fA21><s1>2012</s1>
</fA21>
<fA23 i1="01"><s0>ENG</s0>
</fA23>
<fA43 i1="01"><s1>INIST</s1>
<s2>22446</s2>
<s5>354000507721860170</s5>
</fA43>
<fA44><s0>0000</s0>
<s1>© 2012 INIST-CNRS. All rights reserved.</s1>
</fA44>
<fA45><s0>41 ref.</s0>
</fA45>
<fA47 i1="01" i2="1"><s0>12-0355115</s0>
</fA47>
<fA60><s1>P</s1>
</fA60>
<fA61><s0>A</s0>
</fA61>
<fA64 i1="01" i2="1"><s0>Bioorganic & medicinal chemistry letters : (Print)</s0>
</fA64>
<fA66 i1="01"><s0>NLD</s0>
</fA66>
<fC01 i1="01" l="ENG"><s0>Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC<sub>50</sub>
 values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.</s0>
</fC01>
<fC02 i1="01" i2="X"><s0>002B02S05</s0>
</fC02>
<fC03 i1="01" i2="X" l="FRE"><s0>Synthèse chimique</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="ENG"><s0>Chemical synthesis</s0>
<s5>01</s5>
</fC03>
<fC03 i1="01" i2="X" l="SPA"><s0>Síntesis química</s0>
<s5>01</s5>
</fC03>
<fC03 i1="02" i2="X" l="FRE"><s0>Activité biologique</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="ENG"><s0>Biological activity</s0>
<s5>02</s5>
</fC03>
<fC03 i1="02" i2="X" l="SPA"><s0>Actividad biológica</s0>
<s5>02</s5>
</fC03>
<fC03 i1="03" i2="X" l="FRE"><s0>Relation structure activité</s0>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="ENG"><s0>Structure activity relation</s0>
<s5>03</s5>
</fC03>
<fC03 i1="03" i2="X" l="SPA"><s0>Relación estructura actividad</s0>
<s5>03</s5>
</fC03>
<fC03 i1="04" i2="X" l="FRE"><s0>Enoxolone</s0>
<s2>NK</s2>
<s2>FR</s2>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="ENG"><s0>Enoxolone</s0>
<s2>NK</s2>
<s2>FR</s2>
<s5>04</s5>
</fC03>
<fC03 i1="04" i2="X" l="SPA"><s0>Enoxolona</s0>
<s2>NK</s2>
<s2>FR</s2>
<s5>04</s5>
</fC03>
<fC03 i1="05" i2="X" l="FRE"><s0>Antiviral</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="ENG"><s0>Antiviral</s0>
<s5>05</s5>
</fC03>
<fC03 i1="05" i2="X" l="SPA"><s0>Antiviral</s0>
<s5>05</s5>
</fC03>
<fC03 i1="06" i2="X" l="FRE"><s0>Virus hépatite B</s0>
<s2>NW</s2>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="ENG"><s0>Hepatitis B virus</s0>
<s2>NW</s2>
<s5>06</s5>
</fC03>
<fC03 i1="06" i2="X" l="SPA"><s0>Hepatitis B virus</s0>
<s2>NW</s2>
<s5>06</s5>
</fC03>
<fC03 i1="07" i2="X" l="FRE"><s0>Antiinflammatoire</s0>
<s5>23</s5>
</fC03>
<fC03 i1="07" i2="X" l="ENG"><s0>Antiinflammatory agent</s0>
<s5>23</s5>
</fC03>
<fC03 i1="07" i2="X" l="SPA"><s0>Antiinflamatorio</s0>
<s5>23</s5>
</fC03>
<fC03 i1="08" i2="X" l="FRE"><s0>Dérivé de l'oléanane</s0>
<s2>NK</s2>
<s5>24</s5>
</fC03>
<fC03 i1="08" i2="X" l="ENG"><s0>Oleanane derivatives</s0>
<s2>NK</s2>
<s5>24</s5>
</fC03>
<fC03 i1="08" i2="X" l="SPA"><s0>Oleanano derivado</s0>
<s2>NK</s2>
<s5>24</s5>
</fC03>
<fC03 i1="09" i2="X" l="FRE"><s0>Triterpène</s0>
<s5>25</s5>
</fC03>
<fC03 i1="09" i2="X" l="ENG"><s0>Triterpene</s0>
<s5>25</s5>
</fC03>
<fC03 i1="09" i2="X" l="SPA"><s0>Triterpeno</s0>
<s5>25</s5>
</fC03>
<fC03 i1="10" i2="X" l="FRE"><s0>Terpénoïde</s0>
<s2>FX</s2>
<s5>26</s5>
</fC03>
<fC03 i1="10" i2="X" l="ENG"><s0>Terpenoid</s0>
<s2>FX</s2>
<s5>26</s5>
</fC03>
<fC03 i1="10" i2="X" l="SPA"><s0>Terpenoide</s0>
<s2>FX</s2>
<s5>26</s5>
</fC03>
<fC07 i1="01" i2="X" l="FRE"><s0>Orthohepadnavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="01" i2="X" l="ENG"><s0>Orthohepadnavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="01" i2="X" l="SPA"><s0>Orthohepadnavirus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="FRE"><s0>Hepadnaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="ENG"><s0>Hepadnaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="02" i2="X" l="SPA"><s0>Hepadnaviridae</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="FRE"><s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="ENG"><s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fC07 i1="03" i2="X" l="SPA"><s0>Virus</s0>
<s2>NW</s2>
</fC07>
<fN21><s1>275</s1>
</fN21>
<fN44 i1="01"><s1>OTO</s1>
</fN44>
<fN82><s1>OTO</s1>
</fN82>
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<server><NO>PASCAL 12-0355115 INIST</NO>
<ET>Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents</ET>
<AU>WANG (Li-Jun); GENG (Chang-An); MA (Yun-Bao); HUANG (Xiao-Yan); JIE LUO; HAO CHEN; ZHANG (Xue-Mei); CHEN (Ji-Jun)</AU>
<AF>State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences/Kunming 650201/Chine (1 aut., 2 aut., 3 aut., 4 aut., 5 aut., 6 aut., 7 aut., 8 aut.); Graduate University of the Chinese Academy of Sciences/Beijing 100049/Chine (1 aut., 6 aut.)</AF>
<DT>Publication en série; Niveau analytique</DT>
<SO>Bioorganic & medicinal chemistry letters : (Print); ISSN 0960-894X; Pays-Bas; Da. 2012; Vol. 22; No. 10; Pp. 3473-3479; Bibl. 41 ref.</SO>
<LA>Anglais</LA>
<EA>Fifty-seven derivatives of glycyrrhetinic acid (GA) were synthesized, and their anti-hepatitis B virus (HBV) activity was evaluated in HepG 2.2.15 cells. Among them, sixteen compounds showed greater anti-HBV activity than GA, especially, compounds 29, 32, 35, 41 exhibited significantly inhibitory activities against HBV DNA replication with IC<sub>50</sub>
 values of 5.71, 5.36, 8.90 and 9.08 μM, respectively. The structure-activity relationships (SARs) of GA derivatives were discussed for exploring novel anti-HBV agents.</EA>
<CC>002B02S05</CC>
<FD>Synthèse chimique; Activité biologique; Relation structure activité; Enoxolone; Antiviral; Virus hépatite B; Antiinflammatoire; Dérivé de l'oléanane; Triterpène; Terpénoïde</FD>
<FG>Orthohepadnavirus; Hepadnaviridae; Virus</FG>
<ED>Chemical synthesis; Biological activity; Structure activity relation; Enoxolone; Antiviral; Hepatitis B virus; Antiinflammatory agent; Oleanane derivatives; Triterpene; Terpenoid</ED>
<EG>Orthohepadnavirus; Hepadnaviridae; Virus</EG>
<SD>Síntesis química; Actividad biológica; Relación estructura actividad; Enoxolona; Antiviral; Hepatitis B virus; Antiinflamatorio; Oleanano derivado; Triterpeno; Terpenoide</SD>
<LO>INIST-22446.354000507721860170</LO>
<ID>12-0355115</ID>
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Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

Synthesis, biological evaluation and structure-activity relationships of glycyrrhetinic acid derivatives as novel anti-hepatitis B virus agents

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