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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
—— 3,3-ethylenedioxy-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethyne 91934-95-1 C30H39NO4
3,3-ethylenedioxy-5α,17β-dihydroxy-11β-[4-(N,N-dimethylamino)phenyl]-19-nor-17α-pregn-9-ene-21-ethyne
—— Catalpol 2415-24-9 C15H22O10
Catalpol
—— ((-)-catechol)-pentaacetate 16198-01-9 C25H24O11
((-)-catechol)-pentaacetate
—— (6R,7R,8S)-8-(4-Hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethy l)-1,3-dimethoxy-5,6,7,8-tetrahydro-2-naphthalenol 3737-93-7 C22H28O8
(6R,7R,8S)-8-(4-Hydroxy-3,5-dimethoxyphenyl)-6,7-bis(hydroxymethy l)-1,3-dimethoxy-5,6,7,8-tetrahydro-2-naphthalenol
—— Hyoscyamine hydrobromide 306-03-6 BrH*C17H23NO3*H
Hyoscyamine hydrobromide
—— (-)-pilocarpine; hydrochloride 54-71-7 C11H16N2O2*ClH
(-)-pilocarpine; hydrochloride
—— [(1R,2R,3E,5R,7S,9E,11R,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate 22144-77-0 C30H37NO6
[(1R,2R,3E,5R,7S,9E,11R,14S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,14-trimethyl-13-methylidene-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
—— [(2S,4R)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;nitrate 6106-46-3 C18H24N2O7
[(2S,4R)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-3-hydroxy-2-phenylpropanoate;nitrate
—— 2-[[(1S,2S,4S,5S,6R)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol 2415-24-9 C15H22O10
2-[[(1S,2S,4S,5S,6R)-5-hydroxy-2-(hydroxymethyl)-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— Diosbulbin-D 66756-57-8 C19H20O6
Diosbulbin-D
—— Neochamaejasmin B 90411-12-4 C30H22O10
Neochamaejasmin B
—— Tubotaiwin 6711-69-9 C20H24N2O2
Tubotaiwin
—— (1R,3R,10R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione 15291-77-7 C20H24O10
(1R,3R,10R,13S,16S,17R)-8-tert-butyl-6,12,17-trihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
—— (1R,3R,10R,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione 15291-75-5 C20H24O9
(1R,3R,10R,13S,16S,17R)-8-tert-butyl-6,17-dihydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
—— chloramultilide D 1000995-49-2 C35H40O11
chloramultilide D
—— Ginkgolide C (>90%) 15291-76-6 C20H24O11
Ginkgolide C (>90%)
—— Brucine sulfate 5787-00-8 C46H54N4O12S
Brucine sulfate
—— 1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one 8015-61-0 C21H22O9
1,8-dihydroxy-3-(hydroxymethyl)-10-[(2S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-10H-anthracen-9-one
—— (2R,5R,7R,8R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-one 509-24-0 C22H31NO3
(2R,5R,7R,8R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-one
—— (2'S,3S,5'S,6'R,11'S)-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,5'S,6'R,11'S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one
—— (1S,5R,9R,10S)-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid 77658-38-9 C20H30O3
(1S,5R,9R,10S)-10-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
—— Tomatine (85%) 17406-45-0 C50H83NO21
Tomatine (85%)
—— Anaspaz 620-61-1 C34H52N2O12S
Anaspaz
—— (1'R,3S,5'S,6'S,8'R)-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
(1'R,3S,5'S,6'S,8'R)-2'-Ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one
—— p-Hydroxy-N,N-dimethylphenethylamine sulfate 622-64-0 C20H30N2O6S-2
p-Hydroxy-N,N-dimethylphenethylamine sulfate
—— [(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2R)-2-hydroxy-2-phenylacetate;hydrochloride 637-21-8 C16H22ClNO3
[(1S,5R)-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] (2R)-2-hydroxy-2-phenylacetate;hydrochloride
—— Bis(5'alpha-benzyl-9,10alpha-dihydro-12'-hydroxy-2'-methylergotaman-3',6',18-trione) (R-(R*,R*))-tartrate 5989-77-5 C136H154N20O26
Bis(5'alpha-benzyl-9,10alpha-dihydro-12'-hydroxy-2'-methylergotaman-3',6',18-trione) (R-(R*,R*))-tartrate
—— 1,5,5,8-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene 19888-34-7 C15H24O
1,5,5,8-Tetramethyl-12-oxabicyclo[9.1.0]dodeca-3,7-diene
—— Deoxycholic acid glycine conjugate 360-65-6 C26H43NO5
Deoxycholic acid glycine conjugate
—— Strychnine sulfate 60-41-3 C42H46N4O8S
Strychnine sulfate
—— 3-hydroxy-17-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one 252351-95-4 C30H48O3
3-hydroxy-17-[(E)-7-hydroxy-6-methylhept-5-en-2-yl]-4,4,10,13,14-pentamethyl-1,2,3,5,6,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-7-one
—— 3-Epiquinamine 464-86-8 C19H24N2O2
3-Epiquinamine
—— Methyloctatropine bromide 80-50-2 C17H32BrNO2
Methyloctatropine bromide
—— procumbide 20486-27-5 C15H22O10
procumbide
—— globularin 1399-49-1 C24H28O11
globularin
—— cedrelone 1254-85-9 C26H30O5
cedrelone
—— Paniculoside III 60129-65-9 C26H38O9
Paniculoside III
—— strictosidinic acid 150148-81-5 C26H32N2O9
strictosidinic acid
—— Atropine hydrobromide 306-03-6 C17H24BrNO3
Atropine hydrobromide
—— [(3S,5R,6S)-1-[(4,5-Dihydroxycyclohex-2-ene-1-carbonyl)oxymethyl]-3-[[(1R)-5,7-dioxatricyclo[4.2.1.03,9]nona-3,6(9)-dien-1-yl]oxy]-5,6-dihydroxy-4-methyl-2-oxabicyclo[2.2.1]heptan-3-yl]methyl benzoate 38642-49-8 C30H32O12
[(3S,5R,6S)-1-[(4,5-Dihydroxycyclohex-2-ene-1-carbonyl)oxymethyl]-3-[[(1R)-5,7-dioxatricyclo[4.2.1.03,9]nona-3,6(9)-dien-1-yl]oxy]-5,6-dihydroxy-4-methyl-2-oxabicyclo[2.2.1]heptan-3-yl]methyl benzoate
—— 17-Hydroxy-ent-kaur-15-en-19-oic acid 35030-38-7 C20H30O3
17-Hydroxy-ent-kaur-15-en-19-oic acid
—— [(3S,6aR,6bS,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate 5973-06-8 C46H80O2
[(3S,6aR,6bS,8aR,12aS,14aR,14bR)-4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl] hexadecanoate
—— Cassiaside 123914-49-8 C20H20O9
Cassiaside
—— Androst-7-ene-6,17-dione, 2,3,14-trihydroxy-, (2beta,3beta,5beta)- 19466-41-2 C19H26O5
Androst-7-ene-6,17-dione, 2,3,14-trihydroxy-, (2beta,3beta,5beta)-
—— (4S,5R,9R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid 22338-67-6 C20H28O2
(4S,5R,9R)-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadec-10-ene-5-carboxylic acid
—— [(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate 6926-14-3 C17H26O11
[(4aS,7S,7aS)-7-methyl-1-[(2S,3R,4R,6R)-3,4,5,5,6-pentahydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-7-yl] acetate
—— Nimbolide, 28-deoxo- 126005-94-5 C27H32O6
Nimbolide, 28-deoxo-
—— (1R,2S,4S,8S)-6-ethyl-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one 82354-38-9 C19H22N2O3
(1R,2S,4S,8S)-6-ethyl-1'-methoxyspiro[10-oxa-5-azatricyclo[5.3.1.04,8]undec-5-ene-2,3'-indole]-2'-one
—— polygonal 72537-20-3 C14H22O2
polygonal
—— plantarenaloside 72396-01-1 C16H24O9
plantarenaloside