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ANTIINFLAMMATORY PROPERTIES OF ZINC PROTOPORPHYRIN DISODIUM (ZN-PP-2NA)

AGENTS AND ACTIONS 1992年第3-4期37卷 273-283页

作者： NAGAI, H KITAGAKI, K KUWABARA, K KODA, A 1. Department of Pharmacology Gifu Pharmaceutical University 5-6-1 Mitahora-higashi Gifu Japan

Anti-inflammatory properties of zinc protoporphyrin disodium (Zn-PP-2Na) were studied. Zn-PP-2Na exhibits anti-allergic action against type III and IV reactions (passive Arthus reaction in rats and tuberculin-induced footpad reaction in mice), but does not affect type I and II reactions (homologous passive cutaneous anaphylaxis in mice and reversed cutaneous anaphylaxis in rats). Zn-PP-2Na also clearly inhibits type II collagen-induced arthritis in mice. The agent inhibits general arthritis symptoms, anti-type-II collagen antibody production and type II collagen-induced delayed type hypersensitivity (DTH) in arthritic mice. Zn-PP-2Na, however, did not affect carrageenin-induced paw edema and histamine- and serotonin-induced skin reactions in rats. Zn-PP-2Na inhibits IL-1-induced mouse lymphocyte proliferation, but does not affect PMA-induced O2- generation from guinea-pig neutrophil. These results indicate that Zn-PP-2Na inhibits type II collagen-induced arthritis in mice due to the antagonism of IL-1 activity and the inhibition of DTH against type II collagen.

关键词：过敏反应/病因学消炎药非甾类/药理学关节炎/化学诱导关节炎/药物疗法阿蒂斯反应/预防和控制蛔虫属/免疫学胶原水肿/化学诱导水肿/预防和控制超敏反应/药物疗法白细胞介素1/拮抗剂和抑制剂淋巴细胞/药物作用淋巴细胞/代谢小鼠近交BALBC 小鼠近交DBA 卵白蛋白/免疫学氧耗量/药物作用被动皮肤过敏反应/药物作用原卟啉类/药理学大鼠 Wistar 皮肤试验动物男(雄)性小鼠大鼠

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N,N'-(PHENYLENE)DIOXAMIC ACIDS AND THEIR ESTERS AS ANTIALLERGY AGENTS

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JOURNAL OF MEDICINAL CHEMISTRY 1978年第9期21卷 930-935页

作者： WRIGHT, JB HALL, CM JOHNSON, HG UPJOHN CO HYPERSENSITIV DIS RES KALAMAZOO MI 49001 USA

A series of dialkyl N,N''-(m-phenylene)dioxamates was synthesized by treatment of the requisite m-phenylenediamines with an alkyloxalyl chloride in the presence of triethylamine. Hydrolysis with sodium hydroxide solution gave the corresponding N,N''-(m-phenylene)dioxamic acids. Several N,N''-(p-phenylene)dioxamic acids were synthesized also in the same manner starting with the requisite p-phenylenediamines. These compounds were tested in the rat passive cutaneous anaphylaxis (PCA) assay. When tested i.v., activity was found in the N,N''-(m-phenylene)dioxamic acids up to 2500 .times. that shown by disodium cromoglycate [50% inhibition at 0.001 mg/kg for N,N''-(2-chloro-5-cyano-m-phenylene)dioxamic acid. Oral activity was seen in this series of compounds with duration of activity up to 120 min. Oral activity was detected in diethyl N,N''-(2-chloro-5-cyano-m-phenylene)dioxamate at levels of drug as low as 0.1 mg/kg.

关键词：投药口服氨基酸类/化学合成色甘酸钠/药理学注射静脉内草氨酸/投药和剂量草氨酸/类似物和衍生物草氨酸/化学合成草氨酸/药理学被动皮肤过敏反应/药物作用构效关系动物大鼠

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ANTI-ALLERGIC ACTIVITY OF TETRACYCLIC DERIVATIVES OF QUINOLINE-2-CARBOXYLIC ACID .2. SOME BENZOTHIENOQUINOLINECARBOXYLIC ACIDS

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JOURNAL OF MEDICINAL CHEMISTRY 1978年第9期21卷 941-948页

作者： WADE, JJ ERICKSON, EH HEGEL, RF LAPPI, LR RICE, TK THREE M CO DEPT CHEM ST PAUL MN 55101 USA THREE M CO DEPT PHARMACOL RIKER LABS ST PAUL MN 55101 USA

Some benzothienoquinolinecarboxylic acids were synthesized and tested in the rat passive cutaneous anaphylaxis (PCA) assay as potential antiallergic agents. Many of the compounds showed activity comparable to that shown by disodium cromoglycate (DSCG);2 of them, 1,4-dihydro-4,6,6-trioxo-5-chloro[1]benzothieno[2,3-g]quinoline-2-carboxylic acid and 1,4-dihydro-1,7-dioxo[1]benzothieno[3,2-f]quinoline-3-carboxylic acid, showed potency approximately 8-fold greater than that of DSCG in the PCA assay.

关键词：羧酸类/化学合成羧酸类/药理学色甘酸钠/药理学被动皮肤过敏反应/药物作用喹啉类/化学合成喹啉类/药理学构效关系动物大鼠

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INHIBITION OF RAT PASSIVE CUTANEOUS ANAPHYLAXIS BY 3-(TETRAZOL-5-YL)QUINOLINES

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JOURNAL OF MEDICINAL CHEMISTRY 1979年第7期22卷 816-823页

作者： ERICKSON, EH HAINLINE, CF LENON, LS MATSON, CJ RICE, TK SWINGLE, KF VANWINKLE, M THREE M CO DEPT PHARMACOL RIKER LABS ST PAUL MN 55101 USA

Quinoline-3-carboxylic acid has weak oral activity in the rat passive cutaneous (PCA) assay. To increase activity the synthesis of structurally related compounds led to substituted 3-(tetrazol-5-yl)quinolines, some of which are equal in potency to doxantrazole when given orally. Oxoquinolines were synthesized;8-chloro-1,4-dihydro-4-oxo-3-(tetrazol-5-yl)quinoline is 33-fold more active than disodium cromoglycate (i.p.) and 32-fold more active than doxantrazole (p.o., por os).

关键词：色甘酸钠/药理学剂量效应关系药物被动皮肤过敏反应/药物作用喹啉类/化学合成喹啉类/药理学构效关系四唑类/化学合成四唑类/药理学动物大鼠

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Inhibitory effect of mast cell-mediated immediate-type allergic reactions by sulfapyridine

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IMMUNOPHARMACOLOGY AND IMMUNOTOXICOLOGY 2000年第2期22卷 253-266页

作者： Kim, HM An, NH Yi, BH Chae, HJ Kim, HR Moon, SJ Kim, JJ Park, ST Baek, SH Wonkwang Univ Sch Med Coll Pharm Iksan 570749 Chonbuk South Korea Wonkwang Univ Sch Dent Dept Dent Pharmacol Iksan 570749 Chonbuk South Korea Wonkwang Univ Sch Med Coll Oriental Med Iksan 570749 Chonbuk South Korea Wonkwang Univ Sch Med Dept Anat Iksan 570749 Chonbuk South Korea Wonkwang Univ Ctr Oriental Med Sci Profess Grad Sch Oriental Med Dept Nat Prod Iksan 570749 Chonbuk South Korea

We examined the effect of sulfapyridine on mast cell-mediated immediate-type allergic reactions. Sulfapyridine (1 and 10 mu g/kg) significantly inhibited systemic allergic reaction induced by compound 48/80 in rats. Sulfapyridine (1 and 10 mu g/kg) also inhibited significantly local mast cell-mediated immediate-type allergic reactions activated by anti-dinitrophenyl (DNP) IgE. Moreover, sulfapyridine inhibited histamine release dose-dependently in the rat peritoneal mast cells (RPMC) activated by compound 48/80 or anti-DNP IgE. When sulfapyridine was added, the level of cAMP in RPMC, transiently and significantly increased about 4-fold compared with that of basal cells. These results indicate that sulfapyridine inhibits mast cell-mediated immediate-type allergic reactions in vivo and in vitro.

关键词：环AMP/代谢二硝基酚类/免疫学组胺释放/药物作用超敏反应速发型/预防和控制免疫细胞/药物作用肥大细胞/药物作用肥大细胞/免疫学肥大细胞/代谢被动皮肤过敏反应/药物作用腹膜腔/细胞学大鼠 Wistar 血清白蛋白/免疫学磺胺吡啶/药理学 p-甲氧基-N-苯丙胺/药理学动物大鼠

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DEVELOPMENT OF ETHYL 3,4-DIHYDRO-4-OXOPYRIMIDO[4,5-B]QUINOLINE-2-CARBOXYLATE, A NEW PROTOTYPE WITH ORAL ANTIALLERGY ACTIVITY

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JOURNAL OF MEDICINAL CHEMISTRY 1979年第1期22卷 44-48页

作者： ALTHUIS, TH MOORE, PF HESS, HJ PFIZER INC CENT RES MED RES LABS GROTON CT 06340 USA

Structural modification of 3,4-dihydro-4-oxoquinazoline-2-carboxylic acid leading to ethyl 3,4-dihydro-4-oxopyrimido[4,5-.beta.]quinoline-2-carboxylate, a new prototype with oral antiallergy activity of the disodium cromoglycate type, is described. This prototype is 10 times more potent than disodium cromoglycate in the rat passive cutaneous anaphylaxis test. Structure-activity studies indicate that a carboxylic acid moiety directly attached to the 2 position of the pyrimidine ring is most favorable for intravenous activity while esters of this acid are preferred for oral activity. The oral activity of ethyl 3,4-dihydro-4-oxopyrimido[4,5-.beta.]quinoline-2-carboxylate (ED50 = 3 mg/kg) places this ester among the more potent orally active antiallergy agents reported to date.

关键词：消炎药色甘酸钠/药理学组胺拮抗药被动皮肤过敏反应/药物作用吡啶类/化学合成喹啉酸类/化学合成喹啉酸类/药理学构效关系动物男(雄)性大鼠

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The effect of lodoxamide ethyl[diethyl N,N′-(2-chloro-5-cyano-m-phenylene)dioxamate] on in vivo anaphylactic reactions

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Agents and Actions 1979年第3期9卷 235-238页

作者： Johnson, Herbert G. Griffin, Robert L. Wright, John B. Hypersentivity Diseases Research The Upjohn Company Kalamazoo 49001 Michigan United States

Orally administered lodoxamide ethyl (U-42,718) inhibited anaphylactic reactions in a dose-related manner in the following test animals: (1) In the rat PCA reaction, excellent activity (75% inhibition at 0.1 mg/kg) was seen with a duration of activity of 30 min, (2) In the ascaris-sensitive primate (45% inhibition at 1.0 mg/kg) in lung parameters related to increased resistance and decreased compliance which persisted for up to 3 h, and (3) 50 mg/kg protected guinea pigs, sensitized to egg albumin, from lung function changes. Activity in these animal systems indicates that this orally active drug may hold promise in clinical asthma. © 1979 Birkhäuser-Verlag.

关键词：气雾剂氨基酸类/药理学过敏反应/病理生理学蛔虫属/免疫学类人猿亚目恒河猴卵白蛋白/免疫学草氨酸/类似物和衍生物草氨酸/药理学被动皮肤过敏反应/药物作用呼吸/药物作用潮气量动物女(雌)性豚鼠男(雄)性大鼠

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