72372-71-5Relevant academic research and scientific papers
15 the position escapes acetylprotoaescigenin 13 bit linear amino sulfonic acid substituted hypocrellin derivative and its preparation method and application
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Paragraph 0035; 0036, (2016/10/08)
The invention discloses a site-15 deacetylation and site-13 straight-chain sulfamic acid substituted hypocrellin derivative, a preparation method and application thereof. The structural general formula of the derivative is shown as the formula I (disclosed in the specification). The derivative is a novel hypocrellin derivative designed specially aiming at photodynamic medical treatment of micrangium diseases such as related retina macular degeneration, and the like. The maximum light absorption wavelength of the derivative is 58 nm, and the light tissue penetration depth in the wavelength range conforms to the focus depth of the micrangium diseases, meanwhile, the absorption spectrum of visual pigment is kept away as far as possible; and in addition, the derivative has optimized dual affiliation to fat and water and can be directly dissolved into normal saline to prepare intravenous injection solutions without complicated preparation technologies.
Quantitative and site-directed chemical modification of hypocrellins toward direct drug delivery and effective photodynamic activity
Deng, Hong,Liu, Xin,Xie, Jie,Yin, Rong,Huang, Naiyan,Gu, Ying,Zhao, Jingquan
experimental part, p. 1910 - 1919 (2012/05/20)
For photodynamic therapy (PDT) treatment of microvascular diseases, drugs are delivered via blood circulation and the targets are vasculature endothelial cells, for which the contradictory requirements of hydrophilicity and lipophilicity of the drugs have been achieved by liposome preparations. Herein, it is demonstrated that the drug delivery and target affinity are achieved by a single chemical compound, hypocrellin B (HB) derivative 6 selected from three novel aminoalkanesulfonic acid HB derivatives, 5-7. 6 exhibits a much higher PDT activity (IC50 = 22 nM) on human gastric carcinoma BGC823 cells than HB, while it has no cellular toxicity in the dark. On the basis of estimation of the clinically required concentration according to relative PDT activity and clinical criteria, it can be predicted that 6 is directly deliverable to and PDT effective on target cells. The enhanced red absorption and superhigh photoactivity suggest that 6 is more powerful for PDT of tumors than HB.
ω-HYDROXY-1-ALKANESULFONYL CHLORIDES
King, J. F.,Webster, Michael R.,Chiba, Naoki,Allen, Julie K.,Parker, Kenneth J. M.,et al.
, p. 161 - 176 (2007/10/02)
The general synthesis of hydroxyalkanesulfonyl chlorides is illustrated by the preparation of 6-hydroxy-1-butanesulfonyl cloride (2e) and 5-hydroxy-1-pentanesulfonyl chloride (2d) as fairly stable, only liquids (of ca. 95percent purity) charecterized by Hmr, Cmr and infrared spectra, and by conversion both to the corresponding sultones (3) and to crystalline acetoxy-piperidides (6); 2d and 2e form apparent polymers, very slowly on standing at room temperature and more rapidly on heating, but on reaction with triethylamine yield the sultones (3d and 3e).A sample consisting mostly (>70percent) of 4-hydroxy-1-butanesulfonyl chloride (2c), prepared and charecterized similarly, was found to form the sultone (3c) slowly in non-polar solvents, much more readily in polar media (t1/2 ca. 20 min in water), and very rapidly in the presence of triethylamine.Effective concentrations for the spontaneous cyclization of 4-hydroxy-1-butanesulfonyl chlorides (2c) and the tertiary-amine induced cyclizations of 2d and 2e are estimated at roughly 3x102, 0.1, and 0.05 M, respectively.The mechanism of the chlorination reaction and the origins of the different products with different substrates and reaction conditions are discussed.
