A Crystalline Principle from Ammi majus L.

Transporting and Shielding Photosensitisers by Using Water‐Soluble Organometallic Cages: A New Strategy in Drug Delivery and Photodynamic Therapy

“…The recognition of nitro aromatic compounds by metallacages can, for example, generate sensors for explosive materials, [22] while the encapsulation of dyes can either modify the photooptical properties or increase the solubility of the dyes. [23] Indeed, Fujita and co-workers have encapsulated azaporphine and coronene in the [{(en)Pt} 6 3 ] 12 + metallaprism (en = ethylenediamine, tpt = 2,4,6-tri(pyridin-4-yl)-1,3,5-triazine) ( Figure 3). [24] Upon encapsulation, the emission of azaporphine was shifted by 8 nm but remained sharp, while the emission of coronene was quenched.…”

“…[29] The drug-delivery ability of the arene-ruthenium metallacage was confirmed by using a fluorescent guest molecule. The encapsulation of 1-(4,6-dichloro-1,3,5-triazin-2-yl)pyrene in the same metallacage [Ru 6 (p-iPrC 6 H 4 Me) 6 A C H T U N G T R E N N U N G (dhbq) 3 -A C H T U N G T R E N N U N G (tpt) 2 ] 6 + provided direct evidence for the release of the guest molecule in vitro. [30] 1-(4,6-Dichloro-1,3,5-triazin-2-yl)pyrene is a commercially available fluorescent probe that is photophysically inert when encapsulated between the two tpt and three dhbq units of the metallacage.…”

“…[32] Unfortunately, due to the poor water solubility of the complex, no cellular uptake with the osteosarcoma U2OS cell line was observed. However, the host-guest system [{PtCl(L)}&A C H T U N G T R E N N U N G {Ru 6 (p-iPriC 6 H 4 Me) 6 A C H T U N G T R E N N U N G (donq) 3 A C H T U N G T R E N N U N G (tpt) 2 }] 6 + has resolved this problem: After internalisation of the host-guest system in the U0OS cells, the platinum complex is released, and upon accumula-tion in the nucleoli, the complex interacts with DNA as demonstrated by fluorescence microscopy.…”

Acetylenes and Psoralens

“…Linear furanocoumarins (LFCs) or psoralens were identified in the late 1940s as the cause of the photosensitization properties of the plants that contain them (Fahmy et al 1947). LFCs occur widely in nature as constituents of many plant species, particular in the families Apiaceae, Leguminosae, Moraceae and Rutaceae.…”

Natural Coumarins XII: Umbelliprenin, a Constituent of Ammi majus L. Fruits

“…Five furocoumarin products-xanthotoxin (I) (2), imperatorin (11) (3), bergapten (111) (3), isopimpinellin (IV) (4), and isoimperatorin (V) (5)-and one dihydrofurocoumarinmarmesin (VI) (6), occurring naturally as the glucoside marmesinin (VII) (7)-have so far been isolated from this umbelliferous plant which may be regarded as the richest known source for coumarins.…”