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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
—— 8,15-Dihydroxy-3,16,17-trimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one 56222-03-8 C22H26O6
8,15-Dihydroxy-3,16,17-trimethoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one
—— hypocrellin A 77029-83-5 C30H26O10
hypocrellin A
—— (Hydroxybenzoyl)catalpol; Catalpol 6-p-hydroxybenzoate 6736-85-2 C22H26O12
(Hydroxybenzoyl)catalpol; Catalpol 6-p-hydroxybenzoate
—— Diosbulbin C 20086-07-1 C19H22O7
Diosbulbin C
—— Crebanine 517-62-4 C20H21NO4
Crebanine
—— Ssioriside 126882-53-9 C27H38O12
Ssioriside
—— 6-Acetonyl-N-methyl-dihydrodecarine 1253740-09-8 C23H21NO5
6-Acetonyl-N-methyl-dihydrodecarine
—— Hypocrellin 77029-83-5 C30H26O10
Hypocrellin
—— Acetic acid 4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-yl ester 1616-93-9 C32H52O2
Acetic acid 4,4,6a,6b,8a,11,11,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydro-picen-3-yl ester
—— 2-(4a-Methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enoic acid 3650-43-9 C15H22O2
2-(4a-Methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl)prop-2-enoic acid
—— α-Amyrinacetat 863-76-3 C32H52O2
α-Amyrinacetat
—— δ-Caesalpin 7716-14-5 C20H30O6
δ-Caesalpin
—— methylophiopogonanone B 74805-91-7 C19H20O5
methylophiopogonanone B
—— 1-(4-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-hydroxypropyl)phenoxy]-3-propanol 53505-68-3 C20H26O6
1-(4-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-hydroxypropyl)phenoxy]-3-propanol
—— Confluentinsaeure 6009-12-7 C28H36O8
Confluentinsaeure
—— 2-[4-Hydroxy-2-(hydroxymethyl)-6-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol 20562-03-2 C45H73NO14
2-[4-Hydroxy-2-(hydroxymethyl)-6-[(10,14,16,20-tetramethyl-22-azahexacyclo[12.10.0.02,11.05,10.015,23.017,22]tetracos-4-en-7-yl)oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl]oxy-6-methyloxane-3,4,5-triol
—— 3-Deoxyryanodol 62394-04-1 C20H32O7
3-Deoxyryanodol
—— 2'-O-methylvestitol 41743-86-6 C17H18O4
2'-O-methylvestitol
—— 6a-Hydroxymedicarpin 61135-92-0 C16H14O5
6a-Hydroxymedicarpin
—— 3,7-Dihydroxy-15,16,17-trimethoxytricyclo[12.3.1.1~2,6~]nonadeca-1(18),2(19),3,5,14,16-hexaen-9-one 56222-03-8 C22H26O6
3,7-Dihydroxy-15,16,17-trimethoxytricyclo[12.3.1.1~2,6~]nonadeca-1(18),2(19),3,5,14,16-hexaen-9-one
—— Gingko lactone 15291-77-7 C20H24O10
Gingko lactone
—— Taxiresinol 40951-69-7 C19H22O6
Taxiresinol
—— albanol B 87084-99-9 C34H22O8
albanol B
—— 3-Oxolup-20(29)-en-28-oic acid 4481-62-3 C30H46O3
3-Oxolup-20(29)-en-28-oic acid
—— Phytolaccasaponin G 60820-94-2 C36H56O11
Phytolaccasaponin G
—— Oleanderolide 3-acetate 62498-83-3 C32H50O5
Oleanderolide 3-acetate
—— Taraxasterylacetat 6426-43-3 C32H52O2
Taraxasterylacetat
—— (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
(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
—— 5-Hydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzo[g]chromen-4-one 123914-49-8 C20H20O9
5-Hydroxy-2-methyl-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzo[g]chromen-4-one
—— 4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol 28199-69-1 C20H24O6
4-[3-Hydroxymethyl-5-(3-hydroxy-propyl)-7-methoxy-2,3-dihydro-benzofuran-2-yl]-2-methoxy-phenol
—— Secoisolariciresinol 9,9'-diglucoside 158932-33-3 C32H46O16
Secoisolariciresinol 9,9'-diglucoside
—— 2-methoxy-4-(3-methoxy-1-propenyl)-phenol 63644-71-3 C11H14O3
2-methoxy-4-(3-methoxy-1-propenyl)-phenol
—— (+)-Vindorosine 5231-60-7 C24H30N2O5
(+)-Vindorosine
—— Millewanin H 874303-34-1 C25H26O7
Millewanin H
—— 7,3',4',5'-tetrahydroxy flavanone 4382-34-7 C15H12O6
7,3',4',5'-tetrahydroxy flavanone
—— sitostenone 1058-61-3 C29H48O
sitostenone
—— 2-(Hydroxymethyl)-6-[4-(hydroxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol 64121-98-8 C15H22O9
2-(Hydroxymethyl)-6-[4-(hydroxymethyl)-2,6-dimethoxyphenoxy]oxane-3,4,5-triol
—— Limonexin 99026-99-0 C26H30O10
Limonexin
—— cis(±)2-(4-hydroxyphenyl)chroman-3,5,7-triol 490-61-9 C15H14O5
cis(±)2-(4-hydroxyphenyl)chroman-3,5,7-triol
—— kaempferol-3-O-rutinoside 17297-56-2 C27H30O15
kaempferol-3-O-rutinoside
—— 28-Glucosylpomolate 83725-24-0 C36H58O9
28-Glucosylpomolate
—— Apigenin 7-O-neohesperidoside 17306-46-6 C27H30O14
Apigenin 7-O-neohesperidoside
—— (+/-)-tubotaiwine 6711-69-9 C20H24N2O2
(+/-)-tubotaiwine
—— Gardneramin 34274-91-4 C23H28N2O5
Gardneramin
—— Myricardiol 17884-88-7 C30H50O2
Myricardiol
—— alpha-Tomatine 17406-45-0 C50H83NO21
alpha-Tomatine
—— Cyclomusalenone 30452-60-9 C30H48O
Cyclomusalenone
—— Miscanthoside 38965-51-4 C21H22O11
Miscanthoside
—— caffeic acid octadecyl ester 69573-60-0 C27H44O4
caffeic acid octadecyl ester
—— Hesperetin 5-O-glucoside 69651-80-5 C22H24O11
Hesperetin 5-O-glucoside