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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
—— methyl 15-hydroxy-7-oxodehydroabietate 60188-95-6 C21H28O4
methyl 15-hydroxy-7-oxodehydroabietate
—— Estra-4.9.11-trien-3.17-dion 4642-95-9 C18H20O2
Estra-4.9.11-trien-3.17-dion
—— 3,17-Dioxo-oestra-4,9,11-trien 4642-95-9 C18H20O2
3,17-Dioxo-oestra-4,9,11-trien
—— nicotine hydrogen tartrate 65-31-6 C4H6O6*C10H14N2
nicotine hydrogen tartrate
—— mulberrofuran G pentaacetate 99217-75-1 C44H36O13
mulberrofuran G pentaacetate
—— sanggenon N 92280-12-1 C25H26O6
sanggenon N
—— angeloylisogomisin O 83864-70-4 C28H34O8
angeloylisogomisin O
—— lyciumamide 56121-42-7 C27H28N2O4
lyciumamide
—— acetylcorianin 108887-44-1 C17H20O7
acetylcorianin
—— (+)-Quassin 76-78-8 C22H28O6
(+)-Quassin
—— (16<i>R</i>)-17-acetoxy-akuammilane-16-carboxylic acid methyl ester 1897-26-3 C23H26N2O4
(16<i>R</i>)-17-acetoxy-akuammilane-16-carboxylic acid methyl ester
—— 3β-Hydroxyolean-12-en-11-on 38242-02-3 C30H48O2
3β-Hydroxyolean-12-en-11-on
—— 1β-hydroxy-4(15),5E,10(14)-germacratriene 81968-62-9 C15H24O
1β-hydroxy-4(15),5E,10(14)-germacratriene
—— 4-Stigmasten-3-one 1058-61-3 C29H48O
4-Stigmasten-3-one
—— 2-[5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol 19121-58-5 C45H73NO16
2-[5-hydroxy-6-(hydroxymethyl)-2-[(1S,2S,4S,5'S,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-piperidine]-16-yl]oxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
—— (1S,2S,3R,5R)-(-)-neoisopinocampheol 35998-01-7 C10H18O
(1S,2S,3R,5R)-(-)-neoisopinocampheol
—— φ-akuammigine 2447-70-3 C22H26N2O3
φ-akuammigine
—— pseudoakuammigine 2447-70-3 C22H26N2O3
pseudoakuammigine
—— Ψ-Akuammicin 2447-70-3 C22H26N2O3
Ψ-Akuammicin
—— 1-Hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione 6812-87-9 C20H28O3
1-Hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthrene-3,4-dione
—— bourjotinolone A 6985-35-9 C30H48O4
bourjotinolone A
—— hispidone 73891-72-2 C30H48O4
hispidone
—— Hispidone 73891-72-2 C30H48O4
Hispidone
—— dorsmanin A 162229-27-8 C20H20O4
dorsmanin A
—— (1S)-11-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one 82-09-7 C23H22O7
(1S)-11-hydroxy-17,18-dimethoxy-7,7-dimethyl-2,8,21-trioxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4(9),5,10,15,17,19-heptaen-13-one
—— (2S,3S)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-9H-[1,4]dioxino[2,3-h]chromen-9-one 76948-72-6 C20H18O8
(2S,3S)-2,3-dihydro-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-5-methoxy-9H-[1,4]dioxino[2,3-h]chromen-9-one
—— (-)-Ibogaine 83-74-9 C20H26N2O
(-)-Ibogaine
—— 7-methoxy-6-[(1S,2S)-5-methyl-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]chromen-2-one 15085-71-9 C15H12O6
7-methoxy-6-[(1S,2S)-5-methyl-4-oxo-3,6-dioxabicyclo[3.1.0]hexan-2-yl]chromen-2-one
—— methyl (1S,4aS,7S,7aS)-7-hydroxy-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate 24512-62-7 C17H24O11
methyl (1S,4aS,7S,7aS)-7-hydroxy-7-(hydroxymethyl)-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,7a-dihydro-1H-cyclopenta[c]pyran-4-carboxylate
—— [(1R,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate 27548-93-2 C31H38O11
[(1R,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-Diacetyloxy-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
—— naringenin 7-O-glucoside 529-55-5 C21H22O10
naringenin 7-O-glucoside
—— Madecassiusaeure 18449-41-7 C30H48O6
Madecassiusaeure
—— (16R,18S)-18-Hydroxy-10,10,16,17-tetramethyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one 142632-32-4 C22H26O5
(16R,18S)-18-Hydroxy-10,10,16,17-tetramethyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
—— cyclocerberidol 126594-66-9 C9H16O4
cyclocerberidol
—— Desoxyneodidehydro-echitamin-methin 6871-44-9 C22H29N2O4
Desoxyneodidehydro-echitamin-methin
—— isomicromelin 15085-71-9 C15H12O6
isomicromelin
—— micromelin 15085-71-9 C15H12O6
micromelin
—— (1R,3R,8S,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,8S,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
—— [(1R,10R,11S,12S,14R,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate 71-62-5 C36H51NO11
[(1R,10R,11S,12S,14R,23S,25R)-1,10,11,12,14,23-hexahydroxy-6,10,19-trimethyl-24-oxa-4-azaheptacyclo[12.12.0.02,11.04,9.015,25.018,23.019,25]hexacosan-22-yl] 3,4-dimethoxybenzoate
—— (1R,3R,8S,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,8S,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,8S,9R,10S,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione 15291-76-6 C20H24O11
(1R,3R,8S,9R,10S,13S,16S,17R)-8-tert-butyl-6,9,12,17-tetrahydroxy-16-methyl-2,4,14,19-tetraoxahexacyclo[8.7.2.01,11.03,7.07,11.013,17]nonadecane-5,15,18-trione
—— Zapoterin 23885-43-0 C26H30O8
Zapoterin
—— Royleanone 6812-87-9 C20H28O3
Royleanone
—— epi-Tulipinolide diepoxide 39815-40-2 C17H22O6
epi-Tulipinolide diepoxide
—— (−)-fargesone A 116424-69-2 C21H24O6
(−)-fargesone A
—— Raucaffrine 4382-56-3 C21H22N2O3
Raucaffrine
—— Steroidal alkaloid 17406-45-0 C50H83NO21
Steroidal alkaloid
—— (9S)-3,4,5,19-Tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol 58546-54-6 C23H28O7
(9S)-3,4,5,19-Tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.02,7.014,18]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol
—— (1R,3aS,5aS,5bR,9R,10R,11aR)-9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13b-tetradecahydrocyclopenta[a]chrysene-3a-carboxylic acid 19533-92-7 C30H46O4
(1R,3aS,5aS,5bR,9R,10R,11aR)-9,10-dihydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13b-tetradecahydrocyclopenta[a]chrysene-3a-carboxylic acid
—— 5-(6-Hydroxy-7,7-dimethyl-3a,4,5,6-tetrahydrofuro[3,2-g]chromen-2-yl)benzene-1,3-diol 102841-46-3 C19H20O5
5-(6-Hydroxy-7,7-dimethyl-3a,4,5,6-tetrahydrofuro[3,2-g]chromen-2-yl)benzene-1,3-diol