All of the depicted reference compounds were made as a part of a research undertaken during Pavol Jakubec’s PhD studies in Bratislava, an industrial stay at Degussa (Hanau, Germany) and post-doctoral stays at the University of Manchester and the University of Oxford. For further details, see individual research papers, and Pavol Jakubec’s Linked-in profile Linked in

Alkaloids

1 – Manzamine A: anti-HIV-1, anti-inflammatory, anti-tumour activities, anti-bacterial, anti-fungal, potent anti-malarial activities
– isolated as a single enantiomer and single diastereomer

Alkaloid-1

2 Ircinol A: exhibits antimalarial activity against both chloroquine-sensitive and resistant strain of P. falciparum
– isolated as a single enantiomer and single diastereomer

Alkaloid-2

 

3 – Ircinal A: documented antimalarial activities
– isolated as a single enantiomer and single diastereomer

Alkaloid-3

 

4 – Nakadomarin A: cytotoxic – L1210, antimicrobial activity against a Gram-positive bacterium – Corynebacterium xerosis
– isolated as single enantiomer and single diastereomer

Polycylic-derivative-1
5 – Manzamine C: anti-malarial activities

Alkaloid-5

 


Aminoacids

1 – (2S,3R,4R)-2-Amino-4-hydroxy-3-methyl-4-phenylbutanoic acid
– isolated in > 95% ee

Aminoacid-1

2 – (2S,3S)-2-Amino-3-methyl-4-phenylbutanoic acid
– isolated in > 95% ee

Aminoacid-2

3 – (2S,3R,4S)-2-Amino-4-hydroxy-3-methyl-4-phenylbutanoic acid
– isolated in > 95% ee

Aminoacid-3

4 – (S)-2-Amino-4-(furan-2-yl)-4-oxobutanoic acid
isolated in > 95% ee

Aminoacid-4

 

5 – (2S,4R)-2-Amino-4-cyclopropyl-4-hydroxybutanoic acid
isolated in > 95% ee, > 95% dr

Aminoacid-5

6 – (S)-2-Amino-5-methylhexanoic acid
isolated in > 95% ee

Aminoacid-6

7 – (R)-3-Amino-3-phenylpropanoic acid
isolated in > 95% ee

Aminoacid-7

 


Heterocycles

1 – Rac-(1S,2R,3R,12aS,12bR)-1′-methyl-1-nitro-2-phenyl-1,2,6,7,7a,12,12a,12b-octahydro-4H-spiro[indolo[2,3-a]quinolizine-3,3′-pyrrolidine]-2′,4-dione
Isolated as single diastereomer by 1H NMR

Heterocycle-1

2 – Rac-(5R,9S,10R)-7-butyl-10-(furan-3-yl)-2-methyl-9-nitro-2,7-diazaspiro[4.5]decane-1,6-dione
Isolated as single diastereomer by 1H NMR

Heterocycle-2

3 – Rac – (1S,2R,3R,12bR)-1′-methyl-1-nitro-2-phenyl-1,2,6,7,8,12b-hexahydro-4H-spiro[benzo[c]pyrido[1,2-a]azepine-3,3′-pyrrolidine]-2′,4-dione

Isolated as single diastereomer by 1H NMR

Heterocycle-3

 

4 – Rac-(10S,10aR)-10-nitrooctahydro-2H-pyrido[1,2-d][1,4]oxazepine
Diastereomeric ratio 98:2

Heterocycle-4

 

5 – Rac-(12aR,13S)-13-nitro-7,8,9,10,11,12,12a,13-octahydro-5H-azocino[1,2-b]isoquinoline

Diastereomeric ratio 97:3

Heterocycle-5