Reversal of multidrug resistance in human carcinoma cell line by agosterols, marine spongean sterols.

被引：41

作者：

Aoki, S

Setiawan, A

Yoshioka, Y

Higuchi, K

Fudetani, R

Chen, ZS

Sumizawa, T

Akiyama, S

Kobayashi, M

机构：

[1] Osaka Univ, Fac Pharmaceut Sci, Suita, Osaka 5650871, Japan

[2] Kagoshima Univ, Fac Med, Inst Canc Res, Kagoshima 8900075, Japan

来源：

TETRAHEDRON | 1999年 / 55卷 / 49期

关键词：

steroids and sterols; multidrug resistance; marine metabolites; sponge;

D O I：

10.1016/S0040-4020(99)00870-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 [有机化学]; 081704 [应用化学];

摘要：

We have isolated agosterol A (1) from a marine sponge of Spongia sp. as a reversing substance to multidrug resistance (MDR) in human carcinoma cell lines, KB-CZ and KB-CV60, overexpressing P-glycoprotein and MRP, respectively. Further investigation led us to isolate analogous sterols, agosterols B (2), C (5), A(4) (7), D-2 (10), A(5) (13) and C-6 (14) from the same sponge and determine their structures. From the structure-activity relationship study, each of the 3,4,6-acetoxyl groups and 11,22-hydroxyl groups was elucidated to be crucial for reversing MDR in tumor cells. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

收藏

页码：13965 / 13972

页数：8

相关论文

共 8 条

[1]

ISOLATION AND GENETIC-CHARACTERIZATION OF HUMAN KB-CELL LINES RESISTANT TO MULTIPLE-DRUGS [J].

AKIYAMA, SI ;

FOJO, A ;

HANOVER, JA ;

PASTAN, I ;

GOTTESMAN, MM .

SOMATIC CELL AND MOLECULAR GENETICS, 1985, 11 (02) :117-126

[2]

Agosterol A, a novel polyhydroxylated sterol acetate reversing multidrug resistance from a marine sponge of Spongia sp. [J].

Aoki, S ;

Yoshioka, Y ;

Miyamoto, Y ;

Higuchi, K ;

Setiawan, A ;

Murakami, N ;

Chen, ZS ;

Sumizawa, T ;

Akiyama, S ;

Kobayashi, M .

TETRAHEDRON LETTERS, 1998, 39 (35) :6303-6306

[3]

OVEREXPRESSION OF A TRANSPORTER GENE IN A MULTIDRUG-RESISTANT HUMAN LUNG-CANCER CELL-LINE [J].

COLE, SPC ;

BHARDWAJ, G ;

GERLACH, JH ;

MACKIE, JE ;

GRANT, CE ;

ALMQUIST, KC ;

STEWART, AJ ;

KURZ, EU ;

DUNCAN, AMV ;

DEELEY, RG .

SCIENCE, 1992, 258 (5088) :1650-1654

[4]

HOMOLOGY BETWEEN P-GLYCOPROTEIN AND A BACTERIAL HEMOLYSIN TRANSPORT PROTEIN SUGGESTS A MODEL FOR MULTIDRUG RESISTANCE [J].

GERLACH, JH ;

ENDICOTT, JA ;

JURANKA, PF ;

HENDERSON, G ;

SARANGI, F ;

DEUCHARS, KL ;

LING, V .

NATURE, 1986, 324 (6096) :485-489

[5]

Absolute stereostructure and total synthesis of leptomycin B [J].

Kobayashi, M ;

Wang, WQ ;

Tsutsui, Y ;

Sugimoto, M ;

Murakami, N .

TETRAHEDRON LETTERS, 1998, 39 (45) :8291-8294

[6]

ABSOLUTE-CONFIGURATIONS OF CYTO-TOXIC MARINE CEMBRANOLIDES - CONSIDERATION OF MOSHERS METHOD [J].

KUSUMI, T ;

OHTANI, I ;

INOUYE, Y ;

KAKISAWA, H .

TETRAHEDRON LETTERS, 1988, 29 (37) :4731-4734

[7]

Increased sensitivity to vincristine of MDR cells by the leukotriene D4 receptor antagonist, ONO-1078 [J].

Nagayama, S ;

Chen, ZS ;

Kitazono, M ;

Takebayashi, Y ;

Niwa, K ;

Yamada, K ;

Tani, A ;

Haraguchi, M ;

Sumizawa, T ;

Furukawa, T ;

Aikou, T ;

Akiyama, S .

CANCER LETTERS, 1998, 130 (1-2) :175-182

[8]

STARFISH SAPONINS, .19. A NOVEL STEROIDAL GLYCOSIDE SULFATE FROM THE STARFISHES PROTOREASTER-NODOSUS AND PENTACERASTER-ALVEOLATUS [J].

RICCIO, R ;

ZOLLO, F ;

FINAMORE, E ;

MINALE, L ;

LAURENT, D ;

BARGIBANT, G ;

PUSSET, J .

JOURNAL OF NATURAL PRODUCTS, 1985, 48 (02) :266-272