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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
—— (-)-Isodocarpin 10391-08-9 C20H26O5
(-)-Isodocarpin
—— Echinatin 34221-41-5 C16H14O4
Echinatin
—— (4E,6E)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one 332371-82-1 C19H18O3
(4E,6E)-1,7-bis(4-hydroxyphenyl)-4,6-heptadien-3-one
—— moracin P 102841-46-3 C19H18O5
moracin P
—— 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
3-(furan-3-yl)-5-methyl-2,9,14-trioxapentacyclo[11.2.1.18,11.01,5.06,12]heptadecane-10,15-dione
—— ophiopogonanone A 75239-63-3 C18H16O6
ophiopogonanone A
—— Solasonin 19121-58-5 C45H73NO16
Solasonin
—— 2-[3-[6-(3,5-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one 88524-66-7 C40H36O11
2-[3-[6-(3,5-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2,4-dihydroxyphenyl]-5,7-dihydroxy-3-(3-methylbut-2-enyl)chromen-4-one
—— 2,4,6-Trihydroxy-5-[1-[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 179388-54-6 C28H42O7
2,4,6-Trihydroxy-5-[1-[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
—— Brahminsaeure 18449-41-7 C30H48O6
Brahminsaeure
—— 1-(2,5-Dihydroxy-3,4,6-trimethoxyphenyl)-3-phenylprop-2-en-1-one 521-51-7 C18H18O6
1-(2,5-Dihydroxy-3,4,6-trimethoxyphenyl)-3-phenylprop-2-en-1-one
—— 2-[[7-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 87585-32-8 C28H38O13
2-[[7-Hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-6,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— 3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one 5041-67-8 C20H18O10
3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
—— Ponasteron A 13408-48-5 C27H44O6
Ponasteron A
—— Dihydrovaltrate 18296-45-2 C22H32O8
Dihydrovaltrate
—— ursolic acid acetate 915-79-7 C32H50O4
ursolic acid acetate
—— Alphitolsaeure 19533-92-7 C30H48O4
Alphitolsaeure
—— 3β-acetoxy-stigmast-5-ene 915-05-9 C31H52O2
3β-acetoxy-stigmast-5-ene
—— 3-[2-(4-Hydroxy-3-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate 57296-22-7 C40H40O12
3-[2-(4-Hydroxy-3-methoxyphenyl)-3-[3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyloxymethyl]-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
—— [13-Ethylidene-14-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate 31282-07-2 C27H32N2O8
[13-Ethylidene-14-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,15-diazahexacyclo[14.2.1.01,9.02,7.010,15.012,17]nonadeca-2,4,6,8-tetraen-18-yl] acetate
—— 1-(3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone 145-13-1 C21H32O2
1-(3-Hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-ethanone
—— 2,4,6-Trihydroxy-5-[1-[6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]benzene-1,3-dicarbaldehyde 179388-53-5 C28H40O6
2,4,6-Trihydroxy-5-[1-[6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-3-methylbutyl]benzene-1,3-dicarbaldehyde
—— 13-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid 41093-60-1 C32H50O13
13-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
—— Yucalexin P17 119642-82-9 C20H30O3
Yucalexin P17
—— Chinovinsaeure 465-74-7 C30H46O5
Chinovinsaeure
—— 3,5-bis-<3,3-dimethyl allyl>-p-hydroxybenzaldehyde 52275-04-4 C17H22O2
3,5-bis-<3,3-dimethyl allyl>-p-hydroxybenzaldehyde
—— phaseollidin 37831-70-2 C20H20O4
phaseollidin
—— 5,7,4'-trihydroxy-8,3'-diprenylflavone 955135-37-2 C25H26O5
5,7,4'-trihydroxy-8,3'-diprenylflavone
—— cholest-4-en-3-one 601-57-0 C27H44O
cholest-4-en-3-one
—— (2R)-Taxiphyllin 21401-21-8 C14H17NO7
(2R)-Taxiphyllin
—— Nsc 640865 142763-37-9 C20H24O3
Nsc 640865
—— Persiconin 28978-03-2 C23H26O11
Persiconin
—— 3.4.5.2'.4'-Pentahydroxy-chalkon 2679-65-4 C15H12O6
3.4.5.2'.4'-Pentahydroxy-chalkon
—— 12-hydroxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-6<i>H</i>,10<i>H</i>-dipyrano[2,3-<i>f</i>;2',3'-<i>h</i>]chromen-2-one 909-14-8 C22H26O5
12-hydroxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-6<i>H</i>,10<i>H</i>-dipyrano[2,3-<i>f</i>;2',3'-<i>h</i>]chromen-2-one
—— Ψ-Taraxasterol 464-98-2 C30H50O
Ψ-Taraxasterol
—— gelsemine 509-15-9 C20H22N2O2
gelsemine
—— 2-(Hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol 41514-64-1 C15H22O9
2-(Hydroxymethyl)-6-(3,4,5-trimethoxyphenoxy)oxane-3,4,5-triol
—— 3β-acetoxy-pregna-5,16-dien-20-one 979-02-2 C23H32O3
3β-acetoxy-pregna-5,16-dien-20-one
—— 2',3',4'-trihydroxychalcone 1482-74-2 C15H12O4
2',3',4'-trihydroxychalcone
—— (+)-N-methylactinodaphnine 5890-28-8 C19H19NO4
(+)-N-methylactinodaphnine
—— (-)-norscopolamine 4684-28-0 C16H19NO4
(-)-norscopolamine
—— Caraganoside A 144118-18-3 C52H84O21
Caraganoside A
—— 2α,3α-2,3-dihydroxyolean-12-en-28-oic acid 4373-41-5 C30H48O4
2α,3α-2,3-dihydroxyolean-12-en-28-oic acid
—— Solamarin, beta 20311-51-7 C45H73NO15
Solamarin, beta
—— ravenine 20105-22-0 C15H17NO2
ravenine
—— 3-Hydroxy-16-methyl-16,17-epoxypregn-5-en-20-one 1922-48-1 C22H32O3
3-Hydroxy-16-methyl-16,17-epoxypregn-5-en-20-one
—— Schleicheol 2 256445-66-6 C30H52O2
Schleicheol 2
—— 4,4,6a,6b,8a,11,11,14b-octamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picen-3-one 638-97-1 C30H48O
4,4,6a,6b,8a,11,11,14b-octamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydro-2H-picen-3-one
—— 2-[[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-[[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
—— Palystanol 83-45-4 C29H52O
Palystanol