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天然产物

从自然界存在的生物体内分离、提取得到的有机化合物被称为天然产物,它们在动、植物体内通过生化作用和光合作用形成。例如,淀粉来源于植物的种子、茎及根块;蛋白质则主要来自肉类、乳品、蛋类以及谷物和豆类;许多药物如麻黄碱、薄荷脑、蛇胆等都源自相应生物体;而蓝色染料靛蓝与红色染料茜素分别从天然靛叶和茜草中提取;天然香料如麝香、茉莉、玫瑰等亦来自特定动、植物。

在大多数情况下,这些天然产物对产生它们的植物、昆虫或微生物而言似乎是不必需的,这与糖类、氨基酸、核酸及其多聚体等其他有机化合物显著不同。例如吗啡仅存在于少数几种植物中,如罂粟属的刚毛罂粟和虞美人以及头花千金藤;尽管人类使用它作为镇痛药,但其在这些植物中的功能仍不清楚。青霉素是由少数真菌产生的,而不会被其他生物产生。尽管它们作为抗菌药物用于治疗各种感染性疾病,在产生它们的微生物中却无明显用途。

海洋天然产物指的是从海洋生物中提取的一系列有机物质,包括脂肪族、芳香族、萜类、甾醇以及含氮、含硫等各种类型的化合物。海洋是一个蕴藏丰富药理活性天然产物的宝库,其中生活着地球上约80%的动植物和大约1500种细菌。例如,海藻在中国已有悠久的历史被用作食品和药物,《神农本草经》中就有记载“海藻疗瘿”、“牡蛎强骨节,杀邪气”。海藻富含各种独特结构的有机化合物,其代谢产物具有多种多样的生理活性,特别是以卤素为特征的萜类、脂肪族化合物、含硫和含氮类化合物以及甾醇类化合物等都表现出显著的抗菌及抗心血管疾病的作用。高分子多糖,如醇脂、褐藻胶和卡拉胶,也是由海藻中制得,在工业及医药上具有重要应用价值。

从海洋数千种有毒生物中提取出的强效生理活性成分(如河豚毒素)是大自然赐予人类的宝贵财富。研究发现,在海洋动物的提取物中约10%有抗P388淋巴细胞白血病和KB细胞的作用;而约3.5%的海洋植物提取物具有抗肿瘤或细胞毒性作用。美国研究人员在400多种海洋天然产物中,发现了100种具有生物、药理活性的化合物。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 1-(3,4-Dimethoxyphenyl)-3-[4-[5-[4-[3-(3,4-dimethoxyphenyl)-3-hydroxypropoxy]-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol 88497-87-4 C42H52O11
1-(3,4-Dimethoxyphenyl)-3-[4-[5-[4-[3-(3,4-dimethoxyphenyl)-3-hydroxypropoxy]-3-methoxyphenyl]-3,4-dimethyloxolan-2-yl]-2-methoxyphenoxy]propan-1-ol
—— Phytolaccasaponin B 60820-94-2 C36H56O11
Phytolaccasaponin B
—— [(1R,2R,3R,8R,10R,14S)-2,5,10-Triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-14-tricyclo[9.3.1.03,8]pentadec-11-enyl] (2R,3S)-3-hydroxy-2-methylbutanoate 139713-81-8 C31H46O9
[(1R,2R,3R,8R,10R,14S)-2,5,10-Triacetyloxy-8,12,15,15-tetramethyl-4-methylidene-14-tricyclo[9.3.1.03,8]pentadec-11-enyl] (2R,3S)-3-hydroxy-2-methylbutanoate
—— 1,7,12,14-Tetrahydroxykaur-16-en-15-one (1alpha,7alpha,12alpha,14R) 78536-37-5 C20H30O5
1,7,12,14-Tetrahydroxykaur-16-en-15-one (1alpha,7alpha,12alpha,14R)
—— Wilforgine 37239-47-7 C41H47NO19
Wilforgine
—— Dammarenediol 14351-29-2 C30H52O2
Dammarenediol
—— (5R,8S,11R,14S,17R,24R)-21-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracosane-11-carboxylic acid 71247-78-4 C30H48O4
(5R,8S,11R,14S,17R,24R)-21-hydroxy-5,8,11,14,17,24-hexamethyl-22-oxahexacyclo[19.2.1.01,18.04,17.05,14.08,13]tetracosane-11-carboxylic acid
—— Lobeline sulfate 134-64-5 C44H56N2O8S
Lobeline sulfate
—— Lasiokaurin 28957-08-6 C22H30O7
Lasiokaurin
—— (3R,5S,6R,8R,11R,12S,13S)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione 20086-06-0 C19H20O6
(3R,5S,6R,8R,11R,12S,13S)-3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione
—— 5-[1-[(1S,4aS,6R,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde 179388-53-5 C28H40O6
5-[1-[(1S,4aS,6R,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde
—— 2,4,6-trihydroxy-5-[(1S)-1-[(4S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]benzene-1,3-dicarbaldehyde 179603-47-5 C28H42O7
2,4,6-trihydroxy-5-[(1S)-1-[(4S)-4-hydroxy-6-(2-hydroxypropan-2-yl)-4,8a-dimethyl-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]benzene-1,3-dicarbaldehyde
—— Macrocarpal I 179388-54-6 C28H42O7
Macrocarpal I
—— 2alpha,3alpha,19 alpha-Trihydroxyurs-12-en-28-oic acid 53155-25-2 C30H48O5
2alpha,3alpha,19 alpha-Trihydroxyurs-12-en-28-oic acid
—— 5b-Cholest-7-en-6-one, 2beta,3beta,11alpha,14,20,22-hexahydroxy-, (22R)- 23044-80-6 C27H44O7
5b-Cholest-7-en-6-one, 2beta,3beta,11alpha,14,20,22-hexahydroxy-, (22R)-
—— gomisin J 66280-25-9 C22H28O6
gomisin J
—— Hyoscine N-oxide 6106-81-6 C17H21NO5
Hyoscine N-oxide
—— methyl 4a,6,7-trihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate 27856-54-8 C17H26O12
methyl 4a,6,7-trihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
—— (8R,10S,12S)-3,4,11,12-tetramethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-triene-13,16-dione 51804-68-3 C21H25NO7
(8R,10S,12S)-3,4,11,12-tetramethoxy-17-methyl-18-oxa-17-azapentacyclo[8.4.3.18,11.01,10.02,7]octadeca-2(7),3,5-triene-13,16-dione
—— Sculponeatin D 3776-39-4 C20H26O6
Sculponeatin D
—— (+)-Ganodermanontriol 106518-63-2 C30H48O4
(+)-Ganodermanontriol
—— [(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate 11088-09-8 C43H49NO18
[(1S,3R,15S,18S,19R,20R,21R,22S,23R,24R,25R)-20,22,23,25-tetraacetyloxy-21-(acetyloxymethyl)-26-hydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.01,21.03,24.07,12]hexacosa-7(12),8,10-trien-19-yl] benzoate
—— Einecs 230-008-1 6901-13-9 C22H25NO6
Einecs 230-008-1
—— Conopharyngine 76-98-2 C23H30N2O4
Conopharyngine
—— (8-methyl-8-azabicyclo[3.2.1]octan-3-yl) (2S)-3-hydroxy-2-phenylpropanoate;sulfuric acid 620-61-1 C34H48N2O10S
(8-methyl-8-azabicyclo[3.2.1]octan-3-yl) (2S)-3-hydroxy-2-phenylpropanoate;sulfuric acid
—— tilifodiolide 126724-95-6 C20H16O5
tilifodiolide
—— tagitinin A 59979-61-2 C19H28O7
tagitinin A
—— (4aS,6aS,6aS,6bR,10R,11R,12aS,14bR)-10,11-dihydroxy-12a-(hydroxymethyl)-2,2,6a,6b,9,9-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid 31298-06-3 C30H48O5
(4aS,6aS,6aS,6bR,10R,11R,12aS,14bR)-10,11-dihydroxy-12a-(hydroxymethyl)-2,2,6a,6b,9,9-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
—— ampelopsin A 130608-11-6 C28H22O7
ampelopsin A
—— 5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid 21293-29-8 C15H20O4
5-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
—— (-)-prostephanaberrine 105608-27-3 C19H21NO5
(-)-prostephanaberrine
—— Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)- 2182-14-1 C25H32N2O6
Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-3-hydroxy-16-methoxy-1-methyl-, methyl ester, (2beta,3beta,4beta,5alpha,12beta,19alpha)-
—— [(3S,6aR,6bS,8aR,11R,12S,12aS,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] hexadecanoate 22255-10-3 C46H80O2
[(3S,6aR,6bS,8aR,11R,12S,12aS,14aR,14bR)-4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-yl] hexadecanoate
—— (2'S,3S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one 509-15-9 C20H22N2O2
(2'S,3S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one
—— (2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol 148-03-8 C28H48O2
(2R)-2,5,8-trimethyl-2-(4,8,12-trimethyltridecyl)chroman-6-ol
—— Nicotine Bi-L-(+)-tartrate Dihydrate 2624-48-8 C10H14N2 . 2C4H6O6
Nicotine Bi-L-(+)-tartrate Dihydrate
—— Hedyctenon 56324-54-0 C20H26O2
Hedyctenon
—— 2α, 3α-dihydroxyolean-12-en-28-oic acid 26563-68-8 C30H48O4
2α, 3α-dihydroxyolean-12-en-28-oic acid
—— 6(SR),7(RS)-5,6,7,8-tetrahydro-7-hydroxy-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzo<a,c>cyclooctene 58546-54-6 C23H28O7
6(SR),7(RS)-5,6,7,8-tetrahydro-7-hydroxy-1,10,11,12-tetramethoxy-6,7-dimethyl-2,3-methylenedioxydibenzo<a,c>cyclooctene
—— formosanol 101312-79-2 C21H24O6
formosanol
—— Isosalvipuberulin 115321-32-9 C20H14O5
Isosalvipuberulin
—— Emodin-8-O-β-D-glucosid 23313-21-5 C21H20O10
Emodin-8-O-β-D-glucosid
—— (9R,10R,13S,14S,17R)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one 115404-57-4 C30H48O3
(9R,10R,13S,14S,17R)-17-[(2S,4R)-4-[(2S)-3,3-dimethyloxiran-2-yl]-4-hydroxybutan-2-yl]-4,4,10,13,14-pentamethyl-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
—— Phellochin 115334-04-8 C31H52O4
Phellochin
—— Cedrelon 1254-85-9 C26H30O5
Cedrelon
—— Cimigenol-3-O-xylopyranosyl-3-xylpyranoside 152685-91-1 C40H64O13
Cimigenol-3-O-xylopyranosyl-3-xylpyranoside
—— raucaffricine 31282-07-2 C27H32N2O8
raucaffricine
—— 4'-demethyl-4β-<2-<N-<2-(N',N'-dimethylamino)ethyl>-N-methylamino>ethyl>-4-desoxypodophyllotoxin 148262-19-5 C28H36N2O7
4'-demethyl-4β-<2-<N-<2-(N',N'-dimethylamino)ethyl>-N-methylamino>ethyl>-4-desoxypodophyllotoxin
—— (E)-3-(3,4-Diacetoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-6-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester 144765-80-0 C45H54O22
(E)-3-(3,4-Diacetoxy-phenyl)-acrylic acid (2R,3R,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-6-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester
—— indaconitine 4491-19-4 C34H47NO10
indaconitine